Category: 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. COA of Formula: C8H9ClO2

General procedure: A THF solution of methyl magnesium bromide (1.59 mL, 0.94 M, 1.5 mmol) was added to a mixtureof FeF3 (5.7 mg, 0.050 mmol) and1,3-bis(2,6-diisopropylphenyl)imidazolinium chloride (64.4 mg, 0.15 mmol) in2.0 mL of THF at 0 C. The substrate aryl chloride, 1-chloro-4-methoxybenzene (143 mg, 1.0 mmol), and undecane werethen added at room temperature. The mixture was stirred at 80 C for 24 h.After cooling to room temperature, an aliquot of the reaction mixture was filtered through a Florisil pad. The product yield was determined by GC analysis (92% yield) using undecane as an internal standard. To avoid loss ofproducts, isolation was performed in the large-scale experiment using 5.6 mmolof the starting aryl chloride. After the reaction was performed at 80 C for 84 h, saturated aqueous sodium potassium tartrate and aqueous HCl (1 N) wereadded. The aqueous layer was extracted with ether four times. The organic layerwas combined, washed with brine, dried over Na2SO4, andfiltered through a Florisil pad. After removal of the solvent, the crudeproduct was purified by silica gel column chromatography using pentane as theeluent (Rf = 0.06) and subsequent GPC to obtain the title compound (78.7 mg, 11%) as a colorless oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7051-16-3, its application will become more common.

Reference:
Article; Agata, Ryosuke; Takaya, Hikaru; Matsuda, Hiroshi; Nakatani, Naoki; Takeuchi, Katsuhiko; Iwamoto, Takahiro; Hatakeyama, Takuji; Nakamura, Masaharu; Bulletin of the Chemical Society of Japan; vol. 92; 2; (2019); p. 381 – 390;,
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Synthetic Route 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.

1.0 M solution of boron tribromide in DCM (12.00 mL, 11.49 mmol) was slowly added to a solution of 5-chloro-1,3-dimethoxybenzene 28 (1.00 g, 5.74 mmol) in DCM (10.00 mL) at -78 C. After reaction was allowed to gradually warm to room temperature, the mixture was stirred for 2 days until no starting material was observed by TLC. Reaction mixture was diluted with NaHCO3 (aq. sat.) (50.00 mL) and reaction product was extracted with DCM (3 x 50.00 mL). The combined organic extract was washed with NaCl(sat. aq.) (20.00 mL), dried over anhydrous Na2SO4, and filtered. Obtained supernatant was concentrated under reduced pressure and crude residue was purified by flash column chromatography using n-hexane/ethyl acetate (7:3) to give 5-chlororesorcinol 28b (0.80 g, 96%) as a brown residue. 1H NMR (400 MHz, CDCl3-d) deltaH 6.21 (s, 1H, ArH), 6.37 (d, 2H, J = 2.2 Hz, ArH).

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; Hossain, Mohammad Anwar; Sattenapally, Narsimha; Parikh, Hardik I.; Li, Wei; Rumbaugh, Kendra P.; German, Nadezhda A.; European Journal of Medicinal Chemistry; vol. 185; (2020);,
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., category: chlorides-buliding-blocks

1-chloro-3,5-dimethoxybenzene (10.0 g, 58 mmol) and N-bromosuccinimide (10.3 g, 58 mmol)In 1,2-diethylene chloride (200 ml)After melting, the mixture is stirred at room temperature for 24 hours.After the reaction, the solvent was removed from the reaction solution through a rotary evaporator,After extraction with methylene chloride / distilled water, column chromatography was carried out using a methylene chloride / hexane mixed solvent as a developing solvent to obtain 13.3 g of intermediate 1

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; LG Chem, Ltd.; Dankook University Cheonan Campus Industry-Academic Cooperation Foundation; Gu Gi-dong; Lee Gi-gon; Keum Su-jeong; Kim Gong-gyeom; Lee U-cheol; Lee Chil-won; Cha Jae-ryeong; Joo Yun-seok; (37 pag.)KR2019/109846; (2019); A;,
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. 7051-16-3, name is 1-Chloro-3,5-dimethoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C8H9ClO2

5-dimethoxybenzene (10.0 g, 58 mmol) and N-bromosuccinimide (10.3 g, 58 mmol)Is dissolved in 1,2-diethylene chloride (200 ml) and stirred at room temperature for 24 hours.After completion of the reaction, the solvent was removed from the reaction solution through a rotary evaporator, followed by extraction with methylene chloride / distilled water, followed by column chromatography using a developing solvent of methylene chloride / hexane as a developing solvent to obtain 13.3 g of Intermediate 1.

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 7051-16-3.

Reference:
Patent; LG Chem, Ltd.; Dankook University Cheonan Campus Industry-Academic Cooperation Foundation; Gu Gi-dong; Lee Gi-gon; Keum Su-jeong; Kim Gong-gyeom; Lee U-cheol; Lee Chil-won; Cha Jae-ryeong; Joo Yun-seok; (30 pag.)KR2018/106234; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. Computed Properties of C8H9ClO2

Place 1-chloro-3,5-dimethoxybenzene (70 g, 406 mmol) and pyridine hydrochloride (468 g, 4055 mmol) in a round bottom flask.And then refluxed and stirred at 200 C for 24 hours. When the reaction is complete,The resultant was cooled to room temperature and then poured slowly into distilled water,And the mixture was stirred for 1 hour.The solids were filtered to obtain 51.6 g (88%) of Intermediate 10 (Int-10).

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:
Patent; Samsung Sdi Co Ltd; Kim, Changwoo; Lee, Seungjae; Kim, Hyung Sun; Ryu, Dong Wan; Shin, Chang Ju; Jang, Kipo; Jung, Sung Hyun; Jung, Juyeon; Chu, Handong; (79 pag.)TW2019/30299; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application 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.

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).

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; 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

These common heterocyclic compound, 7051-16-3, name is 1-Chloro-3,5-dimethoxybenzene, 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. Formula: C8H9ClO2

General procedure: Under an argon atmosphere, Pd (dba) 2 (2.9 mg, 0.005 mmol, 0.5 mol%), phosphine compound L1 (3.4 mg, 0.006 mmol, 0.6 mol%), 1,4-dioxane was added to the reaction vessel. (0.9 mL) was added and heated to reflux for 2 minutes. The solution was mixed with 4-chlorotoluene (127 mg, 1 mmol), benzylamine (126 mg, 1.2 mmol, 1.2 equiv), NaOtBu (144 mg, 1.5 mmol, 1.5 equiv), H 2 O (14.4 muL, 0.8 mmol). , 0.8 equiv), 1,4-dioxane (2.1 mL) was added to the reaction vessel sealed. After stirring for 10 minutes at room temperature, the mixture was stirred for 1 hour under reflux. The reaction solution was passed through a short column of sodium sulfate and silica gel and then concentrated. The residue was purified by column chromatography to obtain a coupling product with a yield of 99%. The yield of diarylate was less than 1%.

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

Reference:
Patent; Otsuka Research Institute; Sai, Masahiro; (15 pag.)JP2019/189569; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference 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

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. 7051-16-3, name is 1-Chloro-3,5-dimethoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., name: 1-Chloro-3,5-dimethoxybenzene

1-Chloro-3,5-dimethoxybenzene (70g, 406mmol) and Pyridine Hydrochloride (468g, 4055mmol) are placed in a round bottom flask and refluxed at 200 C for 24 hours. After the reaction is completed, cool to room temperature and slowly pour into distilled water and stirred for 1 hour.The solid was filtered to give 51.6 g (88%) of intermediate (Int-7).

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 7051-16-3.

Reference:
Patent; Samsung SDI Co., Ltd; Samsung Electronics Co., Ltd.; Lee Seung-jae; Kim Chang-u; Kim Byeong-gu; Kim Hyeong-seon; Ryu Dong-wan; Shin Chang-ju; Jang Gi-po; Seo Min-seok; Jeong Seong-hyeon; (39 pag.)KR102044943; (2019); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. category: chlorides-buliding-blocks

3-Chloro-5-methoxy-phenol3-Chloro-5-methoxy-phenolSodium methanelhiolate (3.04 g, 43.37 mmol), was added to a solution of l-chloro-3.5- dimethoxy benzene (5.0 g, 28.96 mmol) in 20 ml of l-Methyl-2-Pyrrolidone and the reaction mixture was heated at 140 C for 2.5 h then stirred at room temperature over night. l-Methyl-2-pyrrolidone was removed under reduced pressure and the material partitioned between ethyl acetate/water/lN hydrochloric acid. The organic layer was washed twice with IN hydrochloric acid, brine, dried over sodium sulfate and solvent removed under reduced pressure to give a yellowish solid. The solid was purified by column chromatography (silica gel 60-120 mesh, 10:90 ethylacetate:hexane) to afford 3- Chloro-5-methoxy-phenol in 76.4 % yield.MS [M-H] 157.2, ? NMR (400 MHz, CDCI3) delta (ppm): 6.455-6.500 (d, 2H, J=I8.0 Hz), 6.291 (s, 1H), 4,978 (s, III), 3.767 (s, 3H).

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

Reference:
Patent; JUBILANT BIOSYS LTD.; SARMA, Pakala Kumara Savithru; ACHARYA, Vinod Parameshwaran; KASIBHATLA, Srinivas Rao; VISWANADHAN, Vellarkad Narayana; TIWARI, Atul; SINGHA, Rakesh Kumar; BISCHOFF, Alexander; (149 pag.)WO2012/90219; (2012); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics