2-(Trimethylsilyl)ethanol → 3-Chloro-4-(trifluoromethyl)phenol

温度

0 °C

To a stirred solution of 2-chloro-4-fluorobenzotrifluoride (500 mg, 2.52 mmol) in anhydrous N,N-dimethylformamide (10 mL) was added 2-(trimethylsilyl)ethanol (0.40 mL, 2.77 mmol) and the reaction mixture was cooled to 0° C. Sodium hydride (302 mg, 60% w/w dispersion in oil, 7.55 mmol) was then added portionwise. After 5 minutes a thick white suspension had formed. The reaction mixture was warmed to room temperature slowly and then stirred for a further 16 hours. The reaction mixture was then quenched with ice water (50 mL) and washed with diethyl ether (50 mL). The aqueous extracts were acidified with aqueous 2 M hydrogen chloride solution and extracted with diethyl ether (2×50 mL). The organic extracts were dried over anhydrous magnesium sulphate and evaporated in vacuo for 16 hours to afford the title compound as a yellow oil (356 mg, 72%).

1. customAfter 5 minutes a thick white suspension had formed
2. temperatureThe reaction mixture was warmed to room temperature slowly
3. customThe reaction mixture was then quenched with ice water (50 mL)
4. washwashed with diethyl ether (50 mL)
5. extractionextracted with diethyl ether (2×50 mL)
6. dry with materialThe organic extracts were dried over anhydrous magnesium sulphate
7. customevaporated in vacuo for 16 hours

ORDレコード

ord-32a3e7fb948f4607a4b67e10c9696a81

出典データセット

uspto-grants-2015_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09096500B2