Borane;tetrahydrofuran → 3-(Aminomethyl)-3-(3,4-dichlorophenyl)cyclopentanol

Participants

Reaction Conditions

Reaction Steps

A mixture of 1-(3,4-dichlorophenyl)cyclopent-3-enecarbonitrile (119 mg, 0.500 mmol) and borane-THF (2 mL, 1M in THF, 2 eq) was heated at 65° C. for 2 hours. The reaction was cautiously quenched with ethanol (0.5 mL), sodium hydroxide (lmL, 5M aqueous) and stirred for two hours. It was then extracted with MTBE and evaporated. The residue was purified by HPLC to give cis 167 and trans 167.

Provenance & Evidence