Ethyl Acetate → HCID 131718476, compound

Participants

Reaction Steps

0.457 g (0.01204 mol) of lithium aluminum hydride was suspended in 40 ml of THF under argon. A solution of 4.04 g (0.01204 mol) of rac-cis-1,3,3a,4,5,9b-hexahydro-6-methoxy-3-(3-phenyl-propyl)-2H-benzo[e]indol-2-one in 40 ml of THF was added dropwise thereto and the mixture was boiled under reflux for 2 hours. 10 ml of ethyl acetate and a saturated aqueous Na2SO4 solution were cautiously added dropwise thereto in succession until a complete white precipitate had resulted. After filtration and concentration there was obtained an oil which was chromatographed over silica gel with cyclohexane/ethyl acetate 3:1. There were obtained 3.46 g (89%) of oily rac-cis-2,3,3a,4,5,9b-hexahydro-6-methoxy-3-(3-phenyl-propyl)-1H-benzo[e]indole.

Provenance & Evidence