Hydrochloric Acid → 2,2,2-trifluoro-1-(pyridin-4-yl)ethan-1-ol

To 60 ml of tetrahydrofuran were added 4.98 ml of trifluoromethyltrimethylsilane and 3 g of isonicotinealdehyde, and 0.09 g of tetrabutylammonium fluoride trihydrate was added at 0° C., and the mixture was stirred for 1 hour. Thereafter, 10% hydrochloric acid was added at 0° C., and the mixture was stirred for 3 hours, and poured into an aqueous saturated sodium bicarbonate solution. After extraction with ethyl acetate three times, the organic layers were combined, washed with an aqueous saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 4.7 g of 2,2,2-trifluoro-1-pyridin-4-yl-ethanol.

1. additionwas added at 0° C.
2. stirringthe mixture was stirred for 3 hours
3. extractionAfter extraction with ethyl acetate three times
4. washwashed with an aqueous saturated sodium chloride solution
5. dry with materialdried with anhydrous magnesium sulfate
6. concentrationconcentrated

ORD record

ord-ba73b5f950c44617a9b1844b525d9511

Source dataset

uspto-grants-2012_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08318776B2