Benzylamine → ethyl 2-(2-benzyloctahydro-1H-isoindol-1-yl)acetate

Participants

Reaction Steps

A mixture of (E)-ethyl 3-(2-formylcyclohexyl)acrylate, benzyl amine and NaBH(Oac)3 in DCM was stirred at rt for 3 h. The reaction mixture was quenched with saturated NaHCO3. The organic layer was separated and the aqueous layer was extracted with DCM (2×). All organic layers were combined, dried with dried with MgSO4 and concentrated in vacuo to give the crude product which was purified by chromatography to afford desired ethyl 2-(2-benzyloctahydro-1H-isoindol-1-yl)acetate. MS (ESI) 302 (M+H).

Provenance & Evidence