Ammonium Hydroxide → HCID 56607916, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 3-methoxy-8β-methylmorphinan-6-one hydrochloride (prepared in Part C) in DMF (1 g/10 ml) was added NaHCO3 (2.2 equivalents [eq]) and cyclopropylmethyl bromide (1.5 eq). The mixture was heated under an argon atmosphere at 100° C. for 16 hours, then cooled. The mixture was filtered and the filtrate was evaporated in high vacuum to yield a residue. The residue was dissolved in water, adjusted to about pH 11 with concentrated NH4OH and extracted with three portions of benzene. The organic phase was dried, filtered and evaporated to a residue. The residue was chromatographed over silica Gel G using 15:1 (V/V) chloroform:methanol as the eluant. Pure chromatographic fractions were combined and the product crystallized as the free base, mp 114°-115° C., in 72% yield.

Provenance & Evidence