Category: 7051-16-3

Related Products of 7051-16-3, A common heterocyclic compound, 7051-16-3, name is 1-Chloro-3,5-dimethoxybenzene, molecular formula is C8H9ClO2, its 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.

General procedure: In a microwave vial equipped with a stirring bar, potassium N-methyltrifluoroborate isoindolin-1-one (6) (80.1 mg, 0.316 mmol), potassium carbonate (104 mg, 0.752 mmol), Pd(MeCN)2Cl2 (4.9 mg, 7.5 mol%), and XPhos (17.9 mg, 15.0 mol%) were successively introduced. The vial was capped and put under inert atmosphere (3 x vacuum/N2 cycles). The electrophile was then introduced using a microsyringe (0.25 mmol, 1.0 equiv.) followed by 0.8 mL of degassed t-BuOH and 0.2 mL of degassed distilled water. The resulting mixture was then placed in an oil bath or a hotplate-magnetic stirrer system preheated at 100 C and stirred at this temperature overnight (reactions followed by thin-layer chromatography, TLC). After cooling to room temperature, the vial was uncapped and the reaction mixture was diluted with dichloromethane (DCM) (5 mL) and water (5 mL). The aqueous layer was extracted with dichloromethane (3 x 15 mL). Organic layers were combined, washed with brine solution, and dried over Na2SO4, and the solvent was removed under vacuum to yield the crude product. The crude product was purified by flash column chromatography on silica gel using 30% ethyl acetate/hexane as the eluent.

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:
Article; Nadaf, Rashid N.; Seapy, Dave G.; Synthetic Communications; vol. 44; 14; (2014); p. 2012 – 2020;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 7051-16-3,Some common heterocyclic compound, 7051-16-3, name is 1-Chloro-3,5-dimethoxybenzene, molecular formula is C8H9ClO2, 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.

A solution of 1-chloro-3,5-dimethoxybenzene (5 g, 29.0 mmol) and TMEDA (4.37 mL, 29.0 mmol) in diethyl ether (100 mL, 962 mmol) at -78 C under N2 atmosphere was charged with BuLi (19.91 mL, 31.9 mmol) dropwise over a period of 30 minutes using a syringe pump. After stirring for 4 hours at -78 C, DMF was added and the reaction mixture continued to stir for 1.5 hours after which 1N HCl (~30 mL) was added (all at -78 C). The reaction mixture was warmed to room temperature and extracted withy ethyl acetate. The organic phase was dried (MgSO4), filtered and concentrated to dryness. The residue was purified by ISCO using hexanes/EtOAc as eluent. Fractions containing the desired product were concentrated to dryness to give the title material (1.97 g, 9.82 mmol, 33.9% yield) as a light yellow solid. LC (Method B): 1.924 min. LCMS (APCI): calcd for C9H10ClO3 [M+H]+ m/z 201.03, found 201.0. 1H NMR (CDCl3, 400 MHz): delta ppm 10.28 (s, 1H), 6.87 (s, 2H), 3.86 (s, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Chloro-3,5-dimethoxybenzene, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; UNIVERSITE DE MONTREAL; PRIESTLEY, Eldon Scott; POSY, Shoshana L.; TREMBLAY, Francois Tremblay; MARTEL, Alain; MARINIER, Anne; WO2013/163241; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 7051-16-3, name is 1-Chloro-3,5-dimethoxybenzene, 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 7051-16-3, Recommanded Product: 7051-16-3

General procedure: An oven-dried 25 mL sealed tube was charged with PhI(OAc)2 (0.6 mmol), K3PO4 (1.2 mmol), BQ (0.1 mmol) and pre-activated 4A powdered molecular sieves (80 mg). The seal tube was evacuated and then refilled argon. Next, MeCN (0.5 mL), arene 4 (0.5 mmol) (if a liquid; if a solid, then substrate was added prior to the evacuation-refilled cycle), and CF3SiMe3 (1.2 mmol) were successively added. The seal tube was sealed with a Teflon lined cap, and the reaction mixture was stirred at 85 C for 6h. At the conclusion of the reaction, the mixture was allowed to cool to room temperature and filtered through a short pad of Celite, evaporated to remove the solvent. The residue was purified by flash column chromatography to give the desired product 5.

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; Wu, Xinyue; Chu, Lingling; Qing, Feng-Ling; Tetrahedron Letters; vol. 54; 3; (2013); p. 249 – 251;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 7051-16-3,Some common heterocyclic compound, 7051-16-3, name is 1-Chloro-3,5-dimethoxybenzene, molecular formula is C8H9ClO2, 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 -78 C. solution of 1-chloro-3,5-dimethoxybenzene (1.73 g, 10 mmol) in 10 mL of CH2Cl2 was added 10 mL of BBr3/CH2Cl2. The reaction mixture was stirred at -78 C. for 2 h, then allowed to warm up to RT overnight. To the mixture was added water and the product was extracted with EtOAc (3*10 mL). The combined organic layers were washed with water (10 mL) and brine (10 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford a crude product. The residue was purified by flash chromatography (1:1 EtOAc/hexanes) to give 3-chloro-5-isobutoxyphenol as a yellow solid (1.23 g, 85%). MS (ES+) C6H5ClO2 requires: 144. found: 145 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Chloro-3,5-dimethoxybenzene, its application will become more common.

Reference:
Patent; Board of Regents, The University of Texas System; Palmer, Wylie; Jones, Philip; Liu, Gang; Petrocchi, Alessia; Reyna, Naphtali; Subrumanian, Govindan; Theroff, Jay; Yau, Anne; (114 pag.)US2016/60260; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 7051-16-3, name is 1-Chloro-3,5-dimethoxybenzene, 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 7051-16-3, Computed Properties of C8H9ClO2

General procedure: Under argon protection, NiCl2 · 6H2O (0.05mmo 1,11.9mg), dppf (0.06mmol, 33.3mg), Zn (0 · 2mmol, 13.0mg), DMAP (1.0mmol, 122.2mg), Zn (CN) 2 (0.8mmol) , 93.9mg),p-Chloroanisole (1.0 mmol, 140.6 mg) and acetonitrile (5.0 mL) were sequentially added in a 25.0 mL sealed tube, then directly put it into the oil bath at 60 C, and heating was stopped after 6h, and cooled to room temperature, the reaction solution was directly filtered through a short silica gel column, washed with dichloromethane, concentrated and purified by silica gel column chromatography( given that the product is most easily pulled out, in order to avoid loss of sample mix, unless otherwise noted, both are wet method). Eluent: petroleum ether / ethyl acetate = 20:1, the product was 117.2 mg as a white solid, yield 88%, and 1H NMR purity was greater than 98%.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Chloro-3,5-dimethoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Organic Chemistry Institute; Liu Yuanhong; Zhang Xingjie; (34 pag.)CN108623495; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 7051-16-3, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 7051-16-3 as follows.

To a mixture of 5-chloro-1,3-dimethoxybenzene (1.73 g, 10.0 mmol) dissolved in dichloromethane (60 mL) was slowly added boron tribromide (ca. 1.0 M, dichloromethane solution, 40 mL, 40 mmol, 4.0 equiv) at -78 C. After gradually warming to room temperature, the mixture was stirred for 3 days, and to this was added an aqueous saturated solution of sodium bicarbonate (50 mL). The mixture was extracted with dichloromethane (50 mL × 3), and the combined organic extract was washed with brine (20 mL), dried (Na2SO4), and after filtration, the filtrate was concentrated under reduced pressure. The residue was purified by flash column chromatography (silica-gel 50 g, n-hexane/CH2Cl2= 1/1) to give 5-chlororesorcinol (1.39 g, 9.59 mmol, 95.9%) as a colorless solid.

According to the analysis of related databases, 7051-16-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Uchida, Keisuke; Yoshida, Suguru; Hosoya, Takamitsu; Synthesis; vol. 48; 23; (2016); p. 4099 – 4109;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 7051-16-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 7051-16-3, name is 1-Chloro-3,5-dimethoxybenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 26A 5-chlorobenzene-1,3-diol A solution of 5-chloro-1,3-dimethoxybenzene (5.41 g, 31.3 mM) in methylene chloride (75 mL) at -78 C. was stirred with a 1M solution of BBr3 in methylene chloride (63 mL) for 45 minutes. The reaction was allowed to warm to room temperature overnight and diluted with water (75 mL). The layers were separated and the aqueous layer washed two times with methylene chloride. The aqueous layer was acidified with 1N HCl and extracted 3 times with ethyl acetate. The combined organic layers were washed with 1N sodium thiosulfate (1*35 mL) and water (1*25 mL). The organic layer was dried (MgSO4), filtered and concentrated under reduced pressure and purified by chromatography (methylene chloride/acetone) to provide the titled compound. MS ESI(-)) m/e 143 (M-H)+; 1H NMR (300 MHz, CDCl3) delta 6.45 (d, 2H), 6.25 (t, 1H), 5.41 (bs, 2H).

The synthetic route of 1-Chloro-3,5-dimethoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Abbott Laboratories; US6972340; (2005); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 7051-16-3, name is 1-Chloro-3,5-dimethoxybenzene, A new synthetic method of this compound is introduced below., Product Details of 7051-16-3

General procedure: To a solution of 4-bromoanisole (200.8 mg, 1.09 mmol, 1.0 equiv) in acetonitrile (2 mL) was added N-chlorosuccinimide(NCS) (158.3 mg, 1.19 mmol, 1.1 equiv) at rt to give a slightly cloudy mixture. Chlorotrimethylsilane (TMSCl) (14 muL, 0.11 mmol, 0.1 equiv) was then added drop-wise to the reaction mixture. Within a few minutes, the reaction mixture became clear pale yellow solution. The mixture continued to stir at rt for 1 h and was diluted with hexane. The biphasic mixture was concentrated on a rotary evaporator to a crude white solid-oil mixture. This mixture was taken up in hexane and filtered through a short plug of SiO2 and eluted with 5-10% EtOAc-hexane solution. The clear filtrate was concentrated to obtain a mixture of 4-bromo-2-chloro-1-methoxybenzene (2a-Cl) and 2,4-dichloro-1-methoxybenzene (2a-diCl) 237.0 mg (88% of 2a-Cl and 11% of 2a-diCl,based on NMR ratio 2a-Cl: 2a-diCl = 7.1: 1.0; as a pale yellow solid).

The synthetic route of 7051-16-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Maibunkaew, Tapanee; Thongsornkleeb, Charnsak; Tummatorn, Jumreang; Bunrit, Anon; Ruchirawat, Somsak; Synlett; vol. 25; 12; (2014); p. 1769 – 1775;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 7051-16-3, name is 1-Chloro-3,5-dimethoxybenzene, A new synthetic method of this compound is introduced below., Computed Properties of C8H9ClO2

General procedure: A 0.94 M soln of MeMgBr in THF (1.59 mL, 1.5 mmol) was added to a mixture of FeF3 (5.7 mg, 0.050 mmol) and 1,3-bis(2,6-diisopropylphenyl)imidazolinium chloride (64.4 mg, 0.15 mmol) in THF (2.0 mL) at 0C; 1-chloro-4-methoxybenzene (143 mg, 1.0 mmol) and undecane were then added at r.t. The mixture was stirred at 80 C for 24 h. The mixture was cooled to r.t. and an aliquot of the mixture was filtered through a Florisil pad. The product yield was determined by GC analysis (92% yield) using undecane as an internal standard. 1-Methoxy-4-methylbenzene is volatile, hence isolation was performed for the large-scale experiment using starting aryl chloride (5.6 mmol). The crude product was purified by column chromatography (silica gel, pentane, Rf = 0.06) and subsequent GPC to obtain the title compound (78.7 mg, 11%) as a colorless 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:
Article; Agata, Ryosuke; Iwamoto, Takahiro; Nakagawa, Naohisa; Isozaki, Katsuhiro; Hatakeyama, Takuji; Takaya, Hikaru; Nakamura, Masaharu; Synthesis; vol. 47; 12; (2015); p. 1733 – 1740;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

7051-16-3, name is 1-Chloro-3,5-dimethoxybenzene, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 1-Chloro-3,5-dimethoxybenzene

Example 9 Synthesis of Aromatic Amines Copper iodide (0.05 mmol), ligand L-II-71 (0.05 or 0.1 mmol), potassium phosphate (1.1 mmol) were added into a 10 mL of Schlenk tube. The tube was then evacuated and backfilled with argon (this sequence was repeated three times), and then aryl chloride (1.0 mmol), 1 mL of DMSO and ammonium hydroxide (2.0 mmol) were added. The reaction mixture was well stirred at 110C. or 120C. for 24 hours. After cooling, water and ethyl acetate were added and mixture was separated. The aqueous phase was extracted twice with ethyl acetate. The combined organic phase was dried over anhydrous sodium sulfate. After concentration, the residue was purified by column chromatography to give the product aromatic amines.

The synthetic route of 7051-16-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CE Pharm CO., LTD; Ma, Dawei; Zhou, Wei; Fan, Mengyang; Wu, Haibo; Yin, Junli; Xia, Shanghua; (73 pag.)US10500577; (2019); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics