Category: 64372-62-9

Electric Literature of 64372-62-9, 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. 64372-62-9, name is 2-Chloro-5-(trifluoromethyl)benzyl alcohol, molecular formula is C8H6ClF3O, 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.

A mixture of 14a (3.30 g), (2-chloro-5-(trifluoromethyl)phenyl)methanol (15a) (2.94 g), K2CO3 (5.5 g), water (5 mL) and THF (14 mL) was degassed with N2 for 90 min. Bis(di-t-butylphosphino)ferrocene palladium(II) dichloride (170 mg) was added and the mixture heated at 37-40 C. for 24 hr with vigorous stirring. The reaction mixture was cooled to room temperature, diluted with water (20 mL) and extracted with MTBE (50 mL*3). The combined organic solution was washed with brine, dried (Na2SO4), filtered and the solvent removed under reduced pressure. The crude product was purified by chromatography on silica gel to give 4.6 g (88%) of 16a containing a small amount of the corresponding benzaldehyde (via oxidation of the alcohol during reaction). 1H NMR (CDCl3) delta 7.95, (s, 1H), 7.6 (d, 1H), 7.28 (d, 1H), 6.98 (d, 1H), 6.69 (d, 1H), 4.59 to 4.38 (m, 2H), 3.75 (s, 3H), 1.99 (t, 1H); MS m/z=332 (M+H-H2O).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 64372-62-9, 2-Chloro-5-(trifluoromethyl)benzyl alcohol.

Reference:
Patent; CONCERT PHARMCEUTICALS, INC.; US2008/242711; (2008); 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. 64372-62-9, name is 2-Chloro-5-(trifluoromethyl)benzyl alcohol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 64372-62-9

A 3 M K2CO3 solution is prepared by adding solid K2CO3 (31 g, 0.22 mol) to water (100 mL). Cooling is applied to keep the solution at 20-25 C. (2-chloro-5-(trifluoromethyl)phenyl) methanol (compound of formula 13) (17.5 g, 84 mmol), and boronic acid 5 (Scheme 3) (18.1 g, 85 mmol) are added to the K2CO3 followed by THF (100 mL) rinse. The solution is degassed by sparging with argon gas for 20 min. The catalyst, 1,1 bis(di-tert-butyiphosphino)ferrocene palladium dichloride (300 mg, 0.55 mol%) is added. The organic layer turns dark brown immediately. The biphasic mixture is aged at 35-45 C with vigorous stirring for 32 hours. The mixture is cooled to room temperature and water (150 mL) is added, followed by petroleum ether (150 mL) and the aqueous layer is removed. The organic layer was washed with water (2×200 mL) and filtered through silica gel and the solvent is removed under reduced pressure to yield brownish oil which is crystallized from heptane to give a pale white solid (28.5 g, 80%). mp 93.5-95.5 C; 1H NMR (CDCl3) delta 1.24 (d, J = 6.9 Hz, 6H), 1.95 (t, J =6.1 Hz, 1H), 3.21 (sept, J = 6.9 Hz, 1H), 3.73 (s, 3H), 4.49 (m, 2H), 6.68 (d, J =12.0 Hz, 1H), 6.99 (d, J = 8.6 Hz, 1H), 7.30 (d, J = 7.9 Hz, 1H), 7.59 (dd, J1 = 8.0 Hz, J2 =1.3 Hz, 1H), 7.86 (d, J = 0.7 Hz, 1H). The impurity (5′-ethyl-4′-fluoro-2′-methoxy-4-(trifluoromethyl)biphenyl-2-yl)methanol (~ 3 %), which is formed from 5-ethyl-4-fluoro-2-methoxyphenylboronic acid present in the starting material under the conditions described in Step 5, was detected in the product.

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, 64372-62-9, 2-Chloro-5-(trifluoromethyl)benzyl alcohol.

Reference:
Patent; LEK Pharmaceuticals d.d.; EP2468736; (2012); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.64372-62-9, name is 2-Chloro-5-(trifluoromethyl)benzyl alcohol, molecular formula is C8H6ClF3O, molecular weight is 210.58, as common compound, the synthetic route is as follows.Safety of 2-Chloro-5-(trifluoromethyl)benzyl alcohol

Step 1 : Suzuki Coupling Reaction of Boronic Acid 5 and Aryl Chloride 13 to yield 6: A 3 M K2CO3 solution is prepared by adding 4.71 kg of solid K2CO3 to 10.3 L water. Cooling is applied to keep the solution at 20-25 0C. THF (12 L), aryl chloride 13 (2.69 kg), and boronic acid 5 (2.74kg) are added to the K2CO3 followed by a 1 L THF rinse. HPLC analysis is used to confirm the 1.00/1.00 ratio of 5/13. The solution is degassed by sparging with nitrogen gas for 70 min. The catalyst, 1,1 bis(di-tert- butylphosphino)ferrocene palladium dichloride (42g) is added as a solid and is followed by a degassed THF rinse (1.5 L). The organic layer turns dark brown immediately. The biphasic mixture is aged at 36-40C with vigorous stirring. After HPLC reveals complete conversion (15-18 h), the mixture is cooled to rt and the aqueous layer is removed. To the organic layer is added heptane (25.6L) and water (25.6 L) and the layers are cut. The organic layer is washed with water (19L). The organic layer is treated with 680 g Darco KB-B at rt for 60 min and filtered through solka-floc with a 10%THF/Heptane rinse (-15 L). The solvent is switched to heptane (-35 L) at -45-50 0C until <0.5v% of THF is left. More heptane is added to bring the total volume to -45-50 L. The solution is seeded with crystals obtained from earlier runs if no seed bed forms. The slurry is slowly cooled to rt and then to -15 0C. After aging at -15 0C for 1-2 h, after LC of the supernatant shows that there will be ~2g/l loss of the product in the supernatant, the slurry is filtered and the product is washed with cold heptane (-25 L), providing compound 6. At the same time, in my other blogs, there are other synthetic methods of this type of compound,64372-62-9, 2-Chloro-5-(trifluoromethyl)benzyl alcohol, and friends who are interested can also refer to it. Reference:
Patent; MERCK & CO., INC.; WO2007/5572; (2007); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 64372-62-9, 2-Chloro-5-(trifluoromethyl)benzyl alcohol, 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, SDS of cas: 64372-62-9, blongs to alcohols-buliding-blocks compound. SDS of cas: 64372-62-9

General procedure: A 3 M K2CO3 solution is prepared by adding solid K2C03 (31 g, 0.22 mol) to water (100 mL). Cooling is applied to keep the solution at 20-25 C. (2-chloro-5-(trifluoromethyl)phenyl)methanol (Formula VI’, X = CI, Ri = CH2OH) (17.5 g, 84 mmol), and 4-fluoro-5-isopropyl-2-methoxyphenylboronic acid (MIPB) (18.1 g, 85 mmol) are added to the K2CO3 followed by all THF (100 mL) rinse. The solution is degassed by sparging with argon gas for 20 min. The catalyst, 1 , 1-bis(di-tertbutylphosphino)ferrocene palladium dichloride (300 mg, 0.55 mol%) is added. The organic layer turns dark brown immediately. The biphasic mixture is aged at 35-45 C with vigorous stirring for 32 hours. The mixture is cooled to r. t. and water (150 mL) is added, followed by petrol ether (150 mL) and the aqueous layer is removed. The organic layer was washed with water (2×200 mL) and filtered through silica gel and the solvent is removed under reduced pressure to yield brownish oil which is crystallized from heptane to give 4′-fluoro-5′-isopropyl-2′-methoxy-4-(tnfluoromethyl)biphenyl-2-yl)methanol as a pale white solid (28.5 g, 80%). mp 93.5-95.5 C; 1H NMR (CDC ) C 1 .24 (d, J = 6.9 Hz, 6H), 1.95 (t, J = 6.1 Hz, 1 H), 3.21 (sept., J = 6.9 Hz, 1 H), 3.73 (S, 3H), 4.49 (m, 2H), 6.68 (d, J = 12.0 Hz, 1 H), 6 99 (d, J = 8.6 Hz, 1 H), 7.30 (d, J = 7.9 Hz, 1 H), 7.59 (dd, J, = 8.0 Hz, J2 = 1 .3 Hz, 1 H), 7.86 (d, J = 0.7 Hz, 1 H). According to the same procedure in various scales and different concentrations of catalyst some other biaryl of Formula VII1 and Vll2 are prepared and listed in Table 1 and Table 2, respectively.

The synthetic route of 64372-62-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LEK PHARMACEUTICALS D.D.; HUMLJAN, Jan; MARAS, Nenad; WO2013/91696; (2013); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 64372-62-9, 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. 64372-62-9, name is 2-Chloro-5-(trifluoromethyl)benzyl alcohol. A new synthetic method of this compound is introduced below.

A 3 M K2CO3 solution is prepared by adding solid K2CO3 (31 g, 0.22 mol) to water (100 mL). Cooling is applied to keep the solution at 20-25 C. (2-chloro-5-(trifluoromethyl)phenyl) methanol (compound of formula 13) (17.5 g, 84 mmol), and boronic acid 5 (Scheme 3 ) (18.1 g, 85 mmol) are added to the K2C03 followed by THF (100 mL) rinse. The solution is degassed by sparging with argon gas for 20 min. The catalyst, 1 ,1 bis(di-tert- butylphosphino)ferrocene palladium dichloride (300 mg, 0.55 mol%) is added. The organic layer tums dark brown immediately. The biphasic mixture is aged at 35-45 C with vigorous stirring for 32 hours. The mixture is cooled to room temperature and water (150 mL) is added, followed by petrol ether (150 mL) and the aqueous layer is removed. The organic layer was washed with water (2><200 mL) and filtered through silica gel and the solvent is removed under reduced pressure to yield brownish oil which is crystallized from heptane to give a pale white solid (28.5 g, 80%). mp 93.5-95.5 C; 1H NMR (CDCI3) delta 1.24 (d, J = 6.9 Hz, 6H), 1 .95 (t, J = 6.1 Hz, 1 H), 3.21 (sept, J = 6.9 Hz, 1 H), 3.73 (s, 3H), 4.49 (m, 2H), 6.68 (d, J = 12.0 Hz, 1 H), 6.99 (d, J = 8.6 Hz, 1 H), 7.30 (d, J = 7.9 Hz, 1 H), 7.59 (dd, J1 = 8.0 Hz, J2 = 1 .3 Hz, 1 H), 7.86 (d, J = 0.7 Hz, 1 H). The impurity (5'-ethyl-4'-fluoro-2'-methoxy-4-(trifluoromethyl)biphenyl-2-yl)methanol (~ 3 %), which is formed from 5-ethyl-4-fluoro-2-methoxyphenylboronic acid present in the starting material under the conditions described in Step 5, was detected in the product. These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,64372-62-9, its application will become more common. Reference:
Patent; LEK PHARMACEUTICALS D.D.; HUMLJAN, Jan; MARAS, Nenad; WO2013/91696; (2013); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 64372-62-9, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.64372-62-9, name is 2-Chloro-5-(trifluoromethyl)benzyl alcohol, molecular formula is C8H6ClF3O, molecular weight is 210.58, as common compound, the synthetic route is as follows.

General procedure: To a mixture of 12 (66 mg, 0.366 mmol) and the alcohol(0.549 mmol) in n-octane (3 mL) was added H-mont (260 mg), andthen the mixture was stirred at room temperature until the TLCindicated the consumption of the starting material. The reactionmixture was filtered to remove H-mont, and the filtrate wasevaporated under reduced pressure. The residue was purified byflash chromatography (petroleum ether/ethyl acetate 300:1 to200:1) to give the product. Following the procedure, 16f,g wereprepared.

Statistics shows that 64372-62-9 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-(trifluoromethyl)benzyl alcohol.

Reference:
Article; Chen, Dongyin; Xu, Chang; Deng, Jie; Jiang, Chunhuan; Wen, Xiaoan; Kong, Lingyi; Zhang, Ji; Sun, Hongbin; Tetrahedron; vol. 70; 11; (2014); p. 1975 – 1983;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

64372-62-9, 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. 64372-62-9, name is 2-Chloro-5-(trifluoromethyl)benzyl alcohol. A new synthetic method of this compound is introduced below.

Step 5a. Palladium Catalyzed Suzuki Coupling-AllylPdCl Dimer Catalyst In a 250 ml flask equipped with a reflux condenser was placed 2-chloro-5-(trifluoromethyl)benzyl alcohol (10 g; 47.5 mmol), 4-fluoro-5-isopropyl-2-methoxyphenylboronic acid (10.81 g; 95 wt % purity, 48.4 mmol), acetonitrile (80 ml) and 3 M K2CO3 (42.7 ml, 128 mmol). The resulting biphasic solution was sparged with nitrogen for several minutes. [AllylPdCl]2 (0.043 g, 0.119 mmol) and PCy3.HBF4 (0.087 g, 0.237 mmol) were added under nitrogen flow, and the reaction mixture was warmed to 70 C. until HPLC showed the reaction was complete. [0046] The reaction mixture was then cooled to room temperature and the phases were separated. The organic layer was washed with 10% NaCl solution (50 ml). After phase separation, Darco KB-G activated carbon (2.0 g) was added to the organic layer, and the mixture was stirred for 1 hr at room temperature. The mixture was then filtered through a pad of Solka-Floc. The filtrate was assayed and was found to contain 15.5 g of product (95% yield). The filtrate was azeotropically dried with acetonitrile and concentrated to an oil under vacuum. The crude product was used in the next step without further treatment.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,64372-62-9, 2-Chloro-5-(trifluoromethyl)benzyl alcohol, and friends who are interested can also refer to it.

Reference:
Patent; Chung, Cheol K.; Humphey, Guy R.; Maligres, Peter E.; Wright, Timothy J.; US2014/303380; (2014); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts