Sodium triacetoxyborohydride → HCID 53815656, compound

Participants

Reaction Steps

Sodium triacetoxyborohydride (152 mg, 0.707 mmol) was added to a solution of (2S,3S)-2-diphenylmethyl-1-azabicyclo[2.2.2]octane-3-amine(135 mg, 0.462 mmol) and 5-(1-methoxy-1-methylethyl)-2-methoxybenzaldehyde prepared in example 1 (92 mg, 0.442 mmol) dissolved in methylene chloride (4 ml) at room temerature, and the resulting solution was stirred for 4 h. The reaction mixture was diluted with methylene chloride, and washed with aq. sodium bicarbonate solution and brine. The extracts were dried over magnesium sulfate, and concentrated by evaporation. The residual oil was purified by crystallization from methylene chloride to yield analytically pure sample of the title compound as a white crystal (94 mg, 42%).

Provenance & Evidence