Category: 1871-57-4

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, A new synthetic method of this compound is introduced below., Computed Properties of C4H6Cl2

3-chloro-2-chloromethyl-1-propene (4.28 g), N, N-dimethylformamide (50 mL),To a mixture of sodium hydride (purity> 55%, 2.99 g),Under ice cooling, a solution of tert-butyl N- (2-hydroxypropyl) carbamate (5.00 g, CAS number: 95656-86-3) in tetrahydrofuran (20 mL) was added dropwise.The mixture was stirred at room temperature for 2.5 hours. After acetic acid (4.08 mL) was added to the reaction solution, water was added and the reaction mixture was extracted with ethyl acetate. Water organic layer,The extract was washed successively with saturated saline and dried over anhydrous magnesium sulfate.After filtration and concentration under reduced pressure, the obtained residue was subjected to silica gel column chromatography (n-hexane / ethyl acetate) three times,The title compound (2.61 g) was obtained as an oil.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Daiichi Sankyo Healthcare Co Ltd; Naito, Hiroyuki; Suzuki, Takayuki; Murata, Takeshi; Kawai, Junya; Higuchi, Saito; (99 pag.)JP2020/45306; (2020); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

1871-57-4, Adding some certain compound to certain chemical reactions, such as: 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1871-57-4.

Step 1: methyl 14-cyclohex^l-7-meiksiotalene-7.&-dihydro-6H-indolol.2-e]fl.5]benzoxazocine-ll- carboxylate; To a solution of methyl 3-cyclohexyl-2-(2-hydroxyphenyl)-lH-indole-6-carboxylate (prepared as described in example 9, step 1) in dry DMF (0.06 M) was added NaH (2.5 eq., 60% suspension in mineral oil). After 30 min, 3-chloro-2-(chloromethyl)prop-l-ene (1.2 eq.) was added dropwise via syringe and EPO the solution stirred at RT for 60 min. The reaction mixture was diluted with EtOAc and washed with IN aqueous HCl and with brine, dried (Na2SO4) and evaporated. The crude residue was purified by flash chromatography (10:1 PE/EtOAc), affording the pure methyl 14-cyclohexyl-7-methylene-7,8-dihydro- 6H-indolo[l,2-e][l,5]benzoxazocine-l l-carboxylate (70%) as light yellow foam; MS (ES+) m/z 402 (M+H)+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1871-57-4.

Reference:
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P ANGELETTI SPA; WO2006/46030; (2006); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 1871-57-4,Some common heterocyclic compound, 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, molecular formula is C4H6Cl2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a 1 L flask at 0 C was added 160 mL of methanol. The solution was kept under 30 C as Na metal (5.10 g, 221.24 mmol) was added in small portions. After all the sodium had reacted, 4-hydroxythiophenol (25.0 g, 2.2 eq) was added to the solution of sodium methoxide. The solution was heated to reflux and 3-chloro-2-chloromethyl-1-propene (11.26 g, 1 eq) was added dropwise over 1 hour. The solution was allowed to reflux overnight. The solution was cooled to 25 C, filtered, and reduced in vacuo to remove the methanol. The crude material was taken up in 500 mL of water and extracted with ether (4×150 mL). The ether layer was washed with 1N HCl, water, brine, and dried over sodium sulfate. The organic layer was reduced in vacuo to a crude orange oil. The oil was purified by flash chromatography 90:10 hexanes/ethyl acetate to yield 23.52 g of a colorless oil. Yield 85.8%. 1H NMR (400 MHz, CDCl3, delta): 7.23 (m, 4H, Ar-H), 6.74 (m, 4H, Ar-H), 5.84 (5, 2H, Ar-OH), 4.70 (5, 2H, C?CH2), 3.57 (5, 4H, CH2); 13C NMR (400 MHz, CDCl3, delta): 155.3 (C1), 140.45 (C10), 138.6 (C5), 134.3 (C8), 132.7 (C4), 126.0 (C7), 116.5 (C3), 116.0 (C6), 40.63 (C11); MS (ESI, m/z): [M+Li]+ calcd for C16H16O2S2, 344.3. found, 344.3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloro-2-chloromethyl-1-propene, its application will become more common.

Reference:
Patent; Fenoli, Christopher R.; Bowman, Christopher N.; US2014/303391; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, belongs to chlorides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1871-57-4, COA of Formula: C4H6Cl2

To a 500 mL two-necked flask equipped with a magnetic stirrer and a reflux device was added NaH (19.2 g, 0.8 mol, 7.4 eq.), Ar gas protection, Pumping gas three times, Anhydrous THF (250 mL) was added, 3-chloro-2-chloromethylpropylene (13.5 g, 0.11 mol, 1 eq.), 1-dodecanol (42.3 g, 0.227 mol, 2.1 eq.) Was added dropwise. The reaction was refluxed overnight at 65 deg C, Cooled to room temperature, Add water quenching reaction, Spin to spin to THF, Extracted with CH2Cl2 (50 mL x 3) Combine organic phase, Distilled water (50 mL x 3), The organic phase was dried over anhydrous magnesium sulfate, The magnesium sulfate was removed by filtration, Steaming the solvent, The residue was purified by silica gel column chromatography (eluent: PE / CH2Cl2 = 5/1) To give 32.4 g of a colorless liquid, Yield 75%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloro-2-chloromethyl-1-propene, and friends who are interested can also refer to it.

Reference:
Patent; Donghua University; Jin, Wusong; Zhang, Dengqing; Xiao, Duoduo; Li, Xianying; Chen, Beihua; Ning, Ruguang; Zhang, Zhen; (13 pag.)CN103819479; (2017); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, belongs to chlorides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1871-57-4, SDS of cas: 1871-57-4

General procedure: To a cooled solution (5 C) of the corresponding 4,6-O-(R)-benzylidene-d-hexopyranoside derivative (obtained using the procedure describe by our group2c) (35.4 mmol) in dry THF (70 mL) were added, successively, freshly powdered potassium hydroxide (7.0 g, 125 mmol), 18-crown-6 (0.38 g, 1.4 mmol), and 3-chloro-2-chloromethylpropene (4.1 mL, 35.4 mmol). The reaction mixture was stirred at this temperature for 3 h, and left at room temperature until all the starting material had been consumed, as monitored by TLC (5-7 days, approximately), then diluted with dichloromethane (60 mL) and washed successively with water and aqueous saturated solution of sodium bicarbonate, dried (MgSO4), filtered, and the filtrate was evaporated to dryness.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Vega-Perez, Jose M.; Vega-Holm, Margarita; Perinan, Ignacio; Palo-Nieto, Carlos; Iglesias-Guerra, Fernando; Tetrahedron; vol. 67; 2; (2011); p. 364 – 372;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 1871-57-4,Some common heterocyclic compound, 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, molecular formula is C4H6Cl2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a suspension of sodium hydride (purity >55%, 11.4 g)in N,N-dimethylformamide (150 mL), 3-chloro-2-chloromethyl-1-propene (12.7 mL)was added under ice-cooling, and the mixture was stirred at the same temperature for 10 minutes. Then, a solution of 2-(tert-butoxycarbonylamino)-1-ethanol (19.3 g)in tetrahydrofuran (150 mL)was added dropwise over 1.5 hours, and the mixture was stirred at room temperature for 2.5 hours. The reaction solution was cooled with ice, then water was added, and then the mixture was extracted with diethyl ether three times. The organic layer was washed with saturated brine, then dried over anhydrous sodium sulfate. The resultant was filtered, and concentrated under reduced pressure, then the residue obtained was purified by silica gel column chromatography (hexane/ethyl acetate)to obtain the title compound (16.0 g)as an oil. 1H-NMR (CDCl3)delta: 5.06-4.95 (2H, m), 4.19-4.06 (4H, m), 3.76-3.69 (2H, m), 3.54-3.48 (2H, m), 1.46 (9H, s). MS (m/z): 114 (M-CO2tBu+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloro-2-chloromethyl-1-propene, its application will become more common.

Reference:
Patent; Daiichi Sankyo Co., Ltd.; NAITO, Hiroyuki; KAGOSHIMA, Yoshiko; FUNAMI, Hideaki; NAKAMURA, Akifumi; ASANO, Masayoshi; HARUTA, Makoto; SUZUKI, Takashi; WATANABE, Jun; KANADA, Ryutaro; HIGUCHI, Saito; ITO, Kentaro; EGAMI, Akiko; KOBAYASHI, Katsuhiro; EP3643703; (2020); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 1871-57-4,Some common heterocyclic compound, 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, molecular formula is C4H6Cl2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

1.0kg 3-chloro-2-chloromethylprop-1-ene,37.6g pinacol and 28.6g dibenzo-18-crown-6 were dissolved in 4.2kg tribromomethane,At a temperature controlled at 18-25 degrees, dropwise add 3.2kg of sodium hydroxide and 460g of potassium bromide to dissolve in 3.2kg of aqueous solution.Reaction for 50 hours; after the reaction is complete, add water and toluene, filter through celite pad,Wash the filter cake, combine the filtrates, separate the liquid, collect the organic phase, and concentrate to a small volume,Add n-heptane to crystallize at 0 degree, filter,Drying gave 1.185kg 1,1-dibromo-2,2-bis(chloromethyl)cyclopropane, light yellow solid, yield 50%, HPLC purity 98.7%.

The synthetic route of 1871-57-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Aisite (Chengdu) Bio-pharmaceutical Co., Ltd.; Wang Yin; Ha Leikeruishennan·kelatuer·nalaximuhan·kunqitapadamu; La Gehaiwende·laao·moshala; Zhao Zhenyu; Xu Hui; Guo Peng; (9 pag.)CN110759840; (2020); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 1871-57-4,Some common heterocyclic compound, 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, molecular formula is C4H6Cl2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

1.0kg 3-chloro-2-chloromethylprop-1-ene,37.6g pinacol and 28.6g dibenzo-18-crown-6 were dissolved in 4.2kg tribromomethane,At a temperature controlled at 18-25 degrees, dropwise add 3.2kg of sodium hydroxide and 460g of potassium bromide to dissolve in 3.2kg of aqueous solution.Reaction for 50 hours; after the reaction is complete, add water and toluene, filter through celite pad,Wash the filter cake, combine the filtrates, separate the liquid, collect the organic phase, and concentrate to a small volume,Add n-heptane to crystallize at 0 degree, filter,Drying gave 1.185kg 1,1-dibromo-2,2-bis(chloromethyl)cyclopropane, light yellow solid, yield 50%, HPLC purity 98.7%.

The synthetic route of 1871-57-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Aisite (Chengdu) Bio-pharmaceutical Co., Ltd.; Wang Yin; Ha Leikeruishennan·kelatuer·nalaximuhan·kunqitapadamu; La Gehaiwende·laao·moshala; Zhao Zhenyu; Xu Hui; Guo Peng; (9 pag.)CN110759840; (2020); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 1871-57-4,Some common heterocyclic compound, 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, molecular formula is C4H6Cl2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 1; Example 1 -1; 5.3 g of methallyl dichloride and 11.9 g of tri(ethylene glycol)monomethyl ether) were put into a reactor, and then 60 mL of tetrahydrofuran was added thereto. To the mixture was added dropwise 3.84 g of sodium hydride. The reactor was kept at 65 0C for 12 hr. 5 mL of water was added dropwise to the reactor. The reaction mixture was evaporated under vacuum to remove the tetrahydrofuran. The concentrate was extracted with 100 mL of diethyl ether and 100 mL of water. The organic layer was subjected to column chromatography using ethyl acetate/methanol (100/0-80/20), giving the compound of Formula 12 in a yield of 35%. 1H NMR (250 MHz, CDCl3): delta 5.18 (s, 2H; CH2), 4.01 (s, 4H; CH2(CH2O)2), 3.70-3.58 (m, 24H; OCH2), 3.37 (s, 6H; OCH3)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloro-2-chloromethyl-1-propene, its application will become more common.

Reference:
Patent; INDUSTRY-ACADEMIC COOPERATION FOUNDATION, YONSEI UNIVERSITY; JANG, Woo-Dong; CHOI, Kwang-Mo; WO2010/93128; (2010); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C4H6Cl2

General procedure: In the initial mixed solution prepared in the round flask in Example 1, 3-chloro-2-(chloromethyl)prop-1-ene(50 [mu] L, 0.47 mmol)By following the same procedure as in Example 1 except for using 1-pyrene methanol (240 mg, 1.03 mmol)Experiments were conducted to obtain a solid state of the compound containing pyrene dimer, 120 mg in 49% yieldOctane-1,8-diol (99 mg, 0.68 mmol) (1 eq.)And 1-(bromomethyl)pyrene (440 mg, 1.49 mmol) (2.2 eq.),3 mL ([diol] = 50 mM) in anhydrous dimethylformamide in (DMF)To room temperature in the presence and condition of N2 and NaH (3 eq.), It was added to the round bottom flask. The mixed solution in the flask was stirred at room temperature for 1 hour.After that,Then quenched and diluted with distilled water was added to the solution.next, The organics were extracted by the addition of methyl-dichloro (DCM) to the mixed solution,The resulting organic layer was again distilled under reduced pressure to reotgo so that solution filtered through a filter containing sodium sulfate (Na2SO4).The resultant was purified by silica gel column chromatography (EtOAc: Hexane = 1: 5 (volume ratio)) of the solid state compound containing pyrene dimer increasing the purity of the resultant using,To give the 120 mg at a yield of 31%.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1871-57-4.

Reference:
Patent; Inha UniversityIndustry-AcademicCooperation Foundation; Jo, Dong Gyu; (29 pag.)KR101542140; (2015); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics