Sodium borohydride → HCID 24752610, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 1-benzyl-3-(3,5-bis-trifluoromethyl-benzyloxymethyl)-4-o-tolyl-pyridinium bromide (163 mg, 0.273 mmol) in 6 ml of ethanol was added sodium borohydride (10 mg, 0.26 mmol) at 0° C. The mixture was heated to 35° C. and stirred at this temperature over night. Another portion of sodium borohydride (10 mg, 0.26 mmol) was added and the mixture was heated to 50° C. for 2 h. After cooling to room temperature and quenching with water the mixture was diluted with a saturated aqueous solution of sodium carbonated and extracted with three portions of tert-butyl methyl ether. The combined organic layers were dried over sodium sulfate and concentrated in vacuo. Flash column chromatography gave 78 mg (55%) of the title compound as a light yellow oil.

Provenance & Evidence