Benzaldehyde → HCID 11511057, compound

Participants

Reaction Steps

To a solution of INTERMEDIATE 3 (606 mg) in 1,2-dichloroethane (15 mL) was added benzaldehyde (220 μL, 1.3 eq) and sodium triacetoxyborohydride (480 mg, 1.4 eq). After 3 days the reaction was diluted with dichloromethane (50 mL) and washed with saturated aqueous sodium bicarbonate. The aqueous layer was washed with dichloromethane (2×25 mL) and the combined organic extracts were dried (MgSO4), filtered and concentrated. The residue was purified by flash chromatography, eluting 5% methanol in dichloromethane to yield INTERMEDIATE 4a as a colorless foam (428mg, 57%).

Provenance & Evidence