Category: 756520-66-8

Synthetic Route of 756520-66-8, 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. 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol. A new synthetic method of this compound is introduced below.

A solution of 1- (2,6-dichloro-3-fluorophenyl) ethanol (5 g, 23.9 mmol) in hydrobromic acid (30 ml) When cooled to room temperature. Extracted with ethyl acetate. The combined organic phases were washed with water, dried over anhydrous sodium sulfate and concentrated to give the product (5.2 g, Yield: 80%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,756520-66-8, 1-(2,6-Dichloro-3-fluorophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; Tianjin Binjiang Pharmaceutical Inc.; Tian, Hongqi; Huang, Gongchao; (33 pag.)CN103497177; (2017); B;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 756520-66-8

To a solution of 1-(2,6-dichloro-3-fluorophenyl)ethan-1-one 11 (20.00 g, 96.60 mmol) in 100 mL of MeOH was added portionwise NaBH4 (7.31 g, 193.21 mmol). The resulting mixture was stirred at room temperature for 2 h and then quenched with 20 mL of water. After the removal of MeOH under vacuum, the residue was extracted with EA and washed with brine. The organic layer was dried over anhydrous Na2SO4 and concentrated under vacuum to afford 1-(2,6-dichloro-3-fluorophenyl)ethan-1-ol, which was pure enough for use in the next step. 1H NMR (400 MHz, CDCl3) delta 7.26 (dd, J = 4.8, 8.8 Hz, 1H), 7.02 (dd, J = 8.0, 8.8 Hz, 1H), 5.57 (q, J = 6.8 Hz, 1H), 2.86 (br, 1H), 1.64 (d, J = 6.8 Hz, 3H). To a solution of 1-(2,6-dichloro-3-fluorophenyl)ethan-1-ol (19.00 g, 90.89 mmol) in 150 mL of CH2Cl2 was added Et3N (13.27 mL, 95.43 mmol) and catalytic amount of DMAP. The resulting solution was cooled in an ice bath and added dropwise MsCl (7.39 mL, 95.43 mmol). After complete addition of MsCl, the reaction mixture was maintained in the ice bath for 1 h and then 30 mL of water was added to the reaction mixture. The organic phase was washed with brine, dried over anhydrous Na2SO4 and concentrated under vacuum to afford 1-(2,6-dichloro-3-fluorophenyl)ethyl methanesulfonate (12), which was pure enough for use in the next step. Yield: 84%; 1H NMR (300 MHz, CDCl3) delta 7.33 (dd, J = 4.8, 9.0 Hz, 1H), 7.12 (dd, J = 8.1, 9.0 Hz, 1H), 6.45 (q, J = 6.9 Hz, 1H), 2.91 (s, 3H), 1.84 (d, J = 6.9 Hz, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 756520-66-8.

Reference:
Article; Zhang, Dengyou; Zhang, Xiaowei; Ai, Jing; Zhai, Yun; Liang, Zhongjie; Wang, Ying; Chen, Yi; Li, Chunpu; Zhao, Fei; Jiang, Hualiang; Geng, Meiyu; Luo, Cheng; Liu, Hong; Bioorganic and Medicinal Chemistry; vol. 21; 21; (2013); p. 6804 – 6820;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 756520-66-8 , The common heterocyclic compound, 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol, molecular formula is C8H7Cl2FO, 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.

Step 1: 1,3-dichloro-2-(1-bromoethyl)-4-fluorobenzene To a solution of triphenylphosphine (27.8 g, 0.106 mol) in CH2Cl2 (200 mL), liquid bromine (16.8 g, 0.105 mol) was added slowly under stirring at 0C. Upon completion of the addition, the resultant was stirred for 10 minutes, and then to which 1-(2,6-dichloro-3-fluorophenyl)ethanol (20.9 g, 0.10 mol) was added. Upon completion of the addition, the resultant was stirred for 30 minutes. The reaction was quenched with ethanol. and the reaction liquid was poured into saturated sodium bicarbonate solution, and extracted with CH2Cl2. The organic phase was dried over anhydrous sodium sulfate, filtered, concentrated, and purified by silica gel column chromatography to give 1,3-dichloro-2-(1-bromoethyl)-4-fluorobenzene (25.8 g, 95% yield). 1H-NMR (400 MHz, CDCl3): delta = 7.28 (m, 1H), 7.05 (t, 1H), 5.97 (q, 1H), 2.16 (d, 3H).

The synthetic route of 756520-66-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chia Tai Tianqing Pharmaceutical Group Co.,Ltd; Centaurus BioPharma Co., Ltd.; Lianyungang Runzhong Pharmaceutical Co., Ltd.; XIAO, Dengming; XU, Xinhe; LIU, Xijie; HU, Yuandong; YU, Honghao; LIU, Zhihua; PENG, Yong; SUN, Yinghui; LUO, Hong; KONG, Fansheng; HAN, Yongxin; SUN, Jian; EP2952510; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows. category: alcohols-buliding-blocks

To a solution of compound 16 (1.20 g, 0.005 mol) and benzotriazol-1-yloxytris(di-methylamino)-phosphonium hexafluorophosphat (BOP) (2.90 g, 0.0065 mol) in 20 mL acetonitrile, 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) (1.1 mL, 0.0075 mol) was added and the solution became clear. When precipitated solid was formed, the solution of 1-(2,6-Dichloro-3-fluorophenyl)-ethan-1-ol (1.56 g, 0.0075 mol) and NaH (0.40 g, 60% dispersion in mineral oil) in 10 mL acetonitrile was added, and then stirred at room temperature overnight. The reaction mixture was poured into 100 mL H2O and extracted with EtOAc (30 mL * 3). The combined organic layer was dried over anhydrous Na2SO4, filtered, and concentrated. The crude product was purified by flash chromatography on silica gel eluting with petroleum ether:DCM:EtOAc (2:1:2) to give 17b (1.2 g, yield, 55%). 1H NMR (400 MHz, CDCl3) delta 8.23 (d, J = 2.0 Hz, 1H), 7.70 (dd, J = 2.4, 9.2 Hz, 1H), 7.35 (d, J = 8.8 Hz, 1H), 7.27 (dd, J = 5.2, 8.8 Hz, 1H), 7.05 (t, J = 8.4 Hz, 1H), 6.86 (q, J = 6.8 Hz, 1H), 4.99 (s, 2H), 1.91 (d, J = 6.9 Hz, 3H). ESI-MS m/z: 432.4 [M+H]+.

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, 756520-66-8, 1-(2,6-Dichloro-3-fluorophenyl)ethanol.

Reference:
Article; Hou, Ju; Wan, Shanhe; Wang, Guangfa; Zhang, Tingting; Li, Zhonghuang; Tian, Yuanxin; Yu, Yonghuan; Wu, Xiaoyun; Zhang, Jiajie; European Journal of Medicinal Chemistry; vol. 118; (2016); p. 276 – 289;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol, molecular formula is C8H7Cl2FO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Recommanded Product: 756520-66-8

Compound 1 – (2, 6 – dichloro -3 – fluoro phenyl) ethanol (4.6 g, 22 mmol), P2 O5 (17.5 G, 0 . 12 muM, 5.6 eq.) and DCM (200 ml) of the reaction suspension at room temperature 16 hours, filtering, filtering solid, solid for DCM (200 ml) washing, Na filtrate saturation2 CO3 Aqueous solution (100 ml x 2) washing, separating, the obtained organic phase with anhydrous Na2 SO4Drying, concentrated under reduced pressure, the concentrate produced in the process of filtering the white solid, the obtained oily material vacuum drying to obtain the crude product of the title compound (3.5 g, 83%), without further purification, is directly used for the next step reaction

With the rapid development of chemical substances, we look forward to future research findings about 756520-66-8.

Reference:
Patent; (88 pag.)CN104119331; (2018); B;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 756520-66-8, 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. 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol. A new synthetic method of this compound is introduced below.

(1) primary crystals(2,6-dichloro-3-fluorophenyl into an (S) -1-; 30g Compound (2) was added 105mL of petroleum ether obtained in Preparation Example 1 embodiment taken, heated and stirred under argon for 40 , dissolve yl) ethanol seed, after 45min, a seed crystal was smaller; after 1 hour, the disappearance of seed; 3.5h, the precipitated white solid (precipitated to the bottom); 10H, no further solid separated; dry filtration dry, weighing 20g, yield 66.7%; chiral phase detection ee: 60.5% (test conditions AD-H; n-hexane (0.1% acetic acid): isopropanol = 80: 20; 0.3ml / L; 254nm ; 30 ).(2) secondary crystalsTake a crystalline compound obtained 30g, was added 105mL of petroleum ether, heated and stirred under argon for 40 , dissolved; into an (S) -1- (2,6- dichloro-3-fluorophenyl) ethanol seed , after 45min, a seed crystal was smaller; after 1 hour, the disappearance of seed; 3.5h, the precipitated white solid (precipitated to the bottom); 10H, no further solid separated; dry suction filtration, weighed 20g a yield of 66.7%; according to the aforementioned chromatographic conditions, chiral phase detection ee: 95.5%.(3) three times crystallizedTaking a second resultant crystalline compound 30g, was added 105mL of petroleum ether, heated and stirred under argon for 40 , dissolved; into an (S) -1- (2,6- dichloro-3-fluorophenyl) ethanol crystal species, after 45min, a seed crystal was smaller; after 1 hour, the disappearance of seed; 3.5h, the precipitated white solid (precipitated to the bottom); 10H, no further solid separated; dry suction filtration, weighed 20g, yield 66.7%; according to the aforementioned chromatographic conditions, chiral phase detection ee: 99.5%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,756520-66-8, its application will become more common.

Reference:
Patent; Xihua University; Wu, Pengcheng; Wang, Zhouyu; Jiang, Zhenju; Xu, Zhihong; Weng, Guanglin; Tan, Ping; Liu, Siyu; (10 pag.)CN105237346; (2016); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 756520-66-8 ,Some common heterocyclic compound, 756520-66-8, molecular formula is C8H7Cl2FO, 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.

To a stirred solution of triphenyl phosphine (8. 2 G, 0. 03 mol) and DEAD (13. 65 mL of a 40% solution in toluene) in THF (200 mL) at 0 C was added a solution of 1- (2, 6-DICHLORO-3-FLUORO-PHENYL)- ethanol (4. 55 G, 0. 021 mol) and 3-hydroxy-nitropyridine (3. 35 G, 0. 023 mol) in THF (200 mL). The resulting bright orange solution was stirred under a nitrogen atmosphere at ambient temperature for 4 hours at which point all starting materials had been consumed. The solvent was removed, and the crude material was dry loaded onto silica gel, and eluted with ethyl acetate-hexanes (20 : 80) to yield 3- (2, 6-DICHLORO-3-FLUORO-BENZYLOXY)-2-NITRO-PYRIDINE (6. 21 G, 0. 021 mol, 98%) as a pink SOLID. 1H NMR (CDCl3, 300 MHz) 1. 8-1. 85 (d, 3H), 6. 0-6. 15 (q, 1H), 7. 0-7. 1 (t, 1H), 7. 2-7. 21 (d, 1H), 7. 25-7. 5 (m, 2H), 8. 0-8. 05 (d, 1 H).

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. 756520-66-8, 1-(2,6-Dichloro-3-fluorophenyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUGEN, INC.; WO2004/76412; (2004); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 756520-66-8, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

1-(2,6-Dichloro-3-fluorophenyl)ethan-1-ol 37 (24.00 g, 114.81 mmol) was dissolved in 300 mL of CH2ClCH2Cl. The solution was cooled to -5 C. To the solution was successively added Boc-L-proline (16.06 g, 74.63 mmol), EDCI (17.61 g, 91.85 mmol) and DMAP (1.68 g, 13.78 mmol). The resulting mixture was continued to stir overnight and diluted with 100 mL of water. The organic layer was collected, washed with brine, dried over anhydrous Na2SO4 and concentrated under vacuum. The crude product was purified by silica gel column chromatography (PE/EA 100:1-50:1, v/v) to afford (1S)-1-(2,6-dichloro-3-fluorophenyl)ethan-1-ol. (7.00 g, 58% yield). 1H NMR (400 MHz, CDCl3) delta 7.26 (dd, J = 4.8, 8.8 Hz, 1H), 7.02 (dd, J = 8.0, 8.8 Hz, 1H), 5.57 (q, J = 6.8 Hz, 1H), 2.86 (s, 1H), 1.64 (d, J = 6.8 Hz, 3H).

According to the analysis of related databases, 756520-66-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhang, Dengyou; Zhang, Xiaowei; Ai, Jing; Zhai, Yun; Liang, Zhongjie; Wang, Ying; Chen, Yi; Li, Chunpu; Zhao, Fei; Jiang, Hualiang; Geng, Meiyu; Luo, Cheng; Liu, Hong; Bioorganic and Medicinal Chemistry; vol. 21; 21; (2013); p. 6804 – 6820;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 756520-66-8, Adding some certain compound to certain chemical reactions, such as: 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol,molecular formula is C8H7Cl2FO, 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 756520-66-8.

1 -(2,6-dichloro-3- fluorophenyl)ethanol (5.2 g, 24.9 mmol), methanesulfonyl chloride (6.3 g, 55 mmol, 2.2 eq), and triethylamine (6.1 g) were stirred in 50 ml of DCM and 12 ml of DMF at room temperature overnight. Water and DCM were added, and the layers were separated. The aqueous layer was extracted with DCM. The combined organic layers were dried, evaporated and chromatographed (EtOAc/Hexanes 1 : 10) to give an oil, 5.11 g, in 71% yield.

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. 756520-66-8, 1-(2,6-Dichloro-3-fluorophenyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARIAD PHARMACEUTICALS, INC.; QI, Jiwei; WANG, Yihan; LI, Feng; SHAKESPEARE, William, C.; KOHLMANN, Anna; DALGARNO, David, C.; ZHU, Xiaotian; WO2010/68292; (2010); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts