Hydrochloric Acid → 4-Methyl-alpha-(trifluoromethyl)benzenemethanol

Tetrabutylammonium fluoride (0.1 ml; 1.0 M solution in tetrahydrofuran) was added to a solution of 4-methyl-benzaldehyde (1.2 g, 10 mmol) and TMSCF3 (1.8 ml, 12 mmol) in 10 ml THF at 0° C. The formed mixture was warmed up to room temperature and stirred for 4 hours. The reaction mixture was then treated with 12 ml of 1N HCl and stirred overnight. The product was extracted with ethyl acetate (3×20 ml). The organic layer was separated and dried over sodium sulfate. The organic solvent was evaporated to give 1.6 g of 1-(4-methylphenyl)-2,2,2-trifluoro-ethanol, yield 86%.

1. stirringstirred overnight
2. extractionThe product was extracted with ethyl acetate (3×20 ml)
3. customThe organic layer was separated
4. dry with materialdried over sodium sulfate
5. customThe organic solvent was evaporated

ORD record

ord-8059421c180b4da68384ba01dbecf4fa

Source dataset

uspto-grants-2011_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07875622B2