Hydrogen Bromide → HCID 70586473, compound

Participants

Reaction Steps

A sample of 17-cyclobutylmethyl-3-methoxy-8β-methylmorphinan-6-one (prepared in Example 2) and 48% aqueous HBr (1.0 g/5 ml, respectively) was refluxed for 20 minutes in a pre-heated oil bath at 140° C. The mixture was cooled in ice and diluted with 30 ml of water. The aqueous solution was adjusted to about pH 11 by addition of concentrated NH4OH. The basic mixture was extracted with three portions of chloroform, and the organic extract was treated as in Example 1D. The residue was chromatographed over Silica Gel G as in Example 1D and the product was isolated as in the HCl salt, yield 84%, mp 150° C. dec, with foaming. The tartaric acid salt of 17-cyclobutylmethyl-3-hydroxy-8β-methylmorphinan-6-one can be prepared by procedures apparent to those skilled in the art.

Provenance & Evidence