Tetrabutylammonium Fluoride → HCID 67392762, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of [2-(tert-butyldimethylsilanyloxy)-1(R)-cyclopropylmethylsulfanylmethyl-ethyl]-[2,2-difluoro-2-(4-fluorophenoxy)-1(S)-(4-fluorophenyl)ethyl]amine (1.06 g, 1.94 mmol) in dry THF (10 ml) at 0° C., a 1M solution of tetrabutylammonium fluoride (2.3 ml, 2.3 mmol) was added. After stirring for 3 h at 0° C., the reaction mixture was diluted with ethyl ether (20 ml) and washed with sat. ammonium chloride solution (20 ml), brine (10 ml) and dried over sodium sulfate. After removal of the solvent under vacuum, the crude was purified by flash chromatography using ethyl acetate/hexanes (2/8) as eluent to give 3-cyclopropylmethylsulfanyl-2(R)-[2,2-difluoro-2-(4-fluorophenoxy)-1(S)-(4-fluorophenyl)ethylamino]propan-1-ol as an oil (0.418 g, 74%).

Provenance & Evidence