Sodium hydride → trifluoromethanesulfonic acid 2,2,2-trifluoro-1(R)-(4-fluorophenyl)ethyl ester

温度

0 °C

NaH (11.87 g, 296.7 mmol) was added to Et2O (700 mL) at 0° C. under N2 followed by addition of an Et2O solution of 2,2,2-trifluoro-1(R)-(4-fluorophenyl)ethanol (44.3g, 228.2 mmol). The reaction mixture was stirred for 10 min at 0° C. then 1 h at room temperature. Trifluoromethanesulfonyl chloride (50 g, 296.7 mmol) in Et2O was added at 0° C. under N2 and the reaction mixture was stirred 10 min at 0° C. then 3 h at room temperature. The solvent was removed under the reduced pressure and H2O (100 mL) was added slowly. The aqueous layer was extracted by hexane and the combined organic layer was dried over MgSO4. The solvent was removed under the reduced pressure to give trifluoromethanesulfonic acid 2,2,2-trifluoro-1(R)-(4-fluorophenyl)ethyl ester (70 g) as colorless oil.

1. custom1 h
2. customat room temperature
3. stirringthe reaction mixture was stirred 10 min at 0° C.
4. custom3 h
5. customat room temperature
6. customThe solvent was removed under the reduced pressure and H2O (100 mL)
7. additionwas added slowly
8. extractionThe aqueous layer was extracted by hexane
9. dry with materialthe combined organic layer was dried over MgSO4
10. customThe solvent was removed under the reduced pressure

ORDレコード

ord-293258ce552a445a83e717b3b038b7a6

出典データセット

uspto-grants-2011_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08013183B2