Calcium Chloride → (+)-Trans-1-methyl-3-hydroxymethyl-4-(3,4-dichlorophenyl)-piperidine

Participants

Reaction Steps

A solution of (5) (10.0 g, 36 mmol) and potassium tert-butoxide (12.0 g, 1.08 mmol) in dimethylformamide (75 ml) was stirred over night. CaCl2 (75 ml, 3M) was added and the reaction mixture was extracted with ethyl acetate (2×200 ml). The combined organic phases was dried with sodium sulfate and evaporated to dryness. The residue was recrystallized from ethyl acetate (7 ml). Yield 6.3 g (63%) of (7), mp 137-139° C., [α]D25=+39°.

Provenance & Evidence