Sodium borohydride → HCID 86686043, compound

Participants

Reaction Steps

21.6 g sodium borohydride was added to 130 g 1-benzyl-4-(5-methyl-oxazol-2-yl)-pyridinium in 1.5 L ethanol at 0° C. under nitrogen atmosphere. After 30 min at 0° C., the solution was stirred at RT for 2 h. The mixture was concentrated and treated with water and ethyl acetate. The organic layers were separated and aqueous layer was extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate and concentrated under vacuum. The resulting crude product was purified by flash chromatography (silica gel) to give 81.2 g of the desired product. Rf: 0.3 (petrolether/ethyl acetate:1/1), (M+H)+: 255

Provenance & Evidence