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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2059202Generated: November 1, 2026

Acetic Anhydride → (5alpha,14alpha)-3-Methoxy-17-methyl-6-oxo-4,5-epoxymorphinan-14-yl acetate

https://huagongshe.com/reaction/2059202

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantOxycodoneHCID 5284603—
ReactantNoroxycodoneHCID 5489120—
Product(5alpha,14alpha)-3-Methoxy-17-methyl-6-oxo-4,5-epoxymorphinan-14-yl acetateHCID 13034605—

Reaction Steps

The noroxycodone used as starting material for Method II is prepared from oxycodone by the following steps: ##STR13## Oxycodone is refluxed with acetic anhydride to yield 14-acetyloxycodone. This product is reacted with cyanogen bromide to yield 14-acetyloxy-17-cyano-7,8-dihydronorcodone which is in turn converted to noroxycodone by reaction with hydrogen chloride. The oxycodone starting material is prepared according to M. Freund and E. Speyer, J. fur Praktische Chemie, 94, 135-137 (1916), the disclosure of which is hereby incorporated by reference.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04322426
Source datasetuspto-grants-1982_03
ORD IDord-08bc049ccee843f08ff129046415ccb1
Source noteuspto-grants-1982_03