Hydrochloric Acid → HCID 86276513, compound

Temperature

-78 °C

n-Butyllithium (2.5 M in hexane, 46 ml) was initially charged at −90° C. in tetrahydrofuran (250 ml). At −95° C., 4-bromo-1-fluoro-2-(trifluoromethyl)benzene (25 g, 103 mmol) was added dropwise. The reaction mixture was stirred at −78° C. for 40 min, then cooled to −100° C., and ethyl trifluoroacetate (16.1 g, 113 mmol) was added dropwise, in the course of which the temperature was kept between −90° C. and −80° C. The reaction mixture was gradually warmed up to −20° C. and then cooled to −80° C. 10% hydrochloric acid and saturated sodium chloride solution were added dropwise. The reaction mixture was thawed within 16 h and then extracted with diethyl ether. The organic phase was washed with water and saturated sodium chloride solution and dried over sodium sulphate, and the solvent was removed under reduced pressure. The residue was taken up in toluene and distilled first at standard pressure, then under reduced pressure. 22.5 g (86% of theory) of 2,2,2-trifluoro-1-[4-fluoro-3-(trifluoromethyl)phenyl]ethanone were obtained.

1. temperaturecooled to −100° C.
2. customwas kept between −90° C. and −80° C
3. temperatureThe reaction mixture was gradually warmed up to −20° C.
4. temperaturecooled to −80° C
5. waitThe reaction mixture was thawed within 16 h
6. extractionextracted with diethyl ether
7. washThe organic phase was washed with water and saturated sodium chloride solution
8. dry with materialdried over sodium sulphate
9. customthe solvent was removed under reduced pressure
10. distillationdistilled first at standard pressure

ORD record

ord-fdf7ddec918444fc9564323f6d138e1a

Source dataset

uspto-grants-2015_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09107411B2