Water → HCID 70357593, compound

Participants

Reaction Steps

0.95 g (2.7 mMol) of N-cyclopropylmethyl-14β-ethyl-3-methoxymorphinan-6-one (starting compound of example 11a) are dissolved in 70 ml of ethanol, then 0.53 g of NaBH4 (0.14 mol) are added, and the mixture stirred for 3 hours at room temperature. The reaction mixture is stopped with 20 ml of water and subsequent stirring for 30 minutes. The ethanol is distilled off and the residue is extracted three times with methylene chloride. After drying and concentrating, the organic phase yields a colorless oil, which is separated by chromatography on silica gel (methylene chloride/methanol/conc. ammonia 99:1:0.1) into the two compounds named in the title. Both compounds are isolated as colorless oils.

Provenance & Evidence