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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2059203Generated: November 2, 2026

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

https://huagongshe.com/reaction/2059203

Reaction equation

Participants

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

Reaction Steps

315 g of oxycodone was refluxed with 1600 ml of acetic anhydride for one hour. After cooling the mixture to 50°, acetic anhydride and acetic acid were removed with the rotary evaporator. The solid remaining was dissolved in water and the solution was basified to pH9 with ammonia. The precipitated product was filtered off, washed with water and vacuum dried to yield 357 g of 14-acetyloxycodone (m.p. 215°-216°).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04322426
Source datasetuspto-grants-1982_03
ORD IDord-0947524abe5c45f28e0903db96a6cc6a
Source noteuspto-grants-1982_03