Ethyl Acetate → HCID 131718451, compound

Participants

Reaction Steps

0.38 g (0.010 mol) of lithium aluminum hydride was suspended in 40 ml of THF under argon. A solution of 3.26 g (0.00955 mol) of rac-cis-3-(3-cyclohexyl-propyl)-1,3,3a,4,5,9b-hexahydro-6-methoxy-2H-benzo[e]indol-2-one in 30 ml of THF was added dropwise thereto and the mixture was boiled under reflux for 2 hours. Then, 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 1:1. There were obtained 2.64 g (84%) of oily rac-cis-3-(3-cyclohexylpropyl)-2,3,3a,4,5,9b-hexahydro-6-methoxy-1H-benzo[e]indole.

Provenance & Evidence