Hydrochloric Acid → 1206673-52-0

A solution of 2 g (17.68 mmol) of thiazole-2-carboxaldehyde and 0.88 ml (0.88 mmol) of a 1M solution of tetrabutylammonium fluoride in THF, in 88 ml of THF, is admixed slowly at approximately 0° (ice bath) with 2.7 g (19.44 mmol) of trifluoromethyltrimethylsilane (TMS-CF3). Stirring is continued at ambient temperature for 2 hours. The reaction mixture is admixed with 25 ml of 1N aqueous hydrochloric acid and ethyl acetate. The aqueous phase is separated off and extracted twice with ethyl acetate, and the combined organic phases are washed successively with saturated aqueous sodium bicarbonate solution and than with saturated aqueous sodium chloride solution and are dried over sodium sulphate. Following evaporation of the solvent, the residue obtained is purified by chromatography on silica gel, eluting with a 98/2 mixture of dichloromethane and methanol.

1. customis admixed slowly at approximately 0°
2. customThe aqueous phase is separated off
3. extractionextracted twice with ethyl acetate
4. washthe combined organic phases are washed successively with saturated aqueous sodium bicarbonate solution and than with saturated aqueous sodium chloride solution
5. dry with materialare dried over sodium sulphate
6. customevaporation of the solvent
7. customthe residue obtained
8. customis purified by chromatography on silica gel
9. washeluting with a 98/2 mixture of dichloromethane and methanol

ORD record

ord-faa958a2efc845ffa1200e0dd8de4631

Source dataset

uspto-grants-2014_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08912218B2