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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 589927Generated: October 25, 2026

Ammonium Hydroxide → Oxycodone

https://huagongshe.com/reaction/589927

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium HydroxideHCID 14923—
ReactantSodium SulfateHCID 24436—
Reactant(4R,4aS,7aR,12bS)-4a-hydroxy-9-methoxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one acetateHCID 86762802—
SolventIsopropanolHCID 3776—
SolventChloroformHCID 6212—
ProductOxycodoneHCID 528460374.1%

Reaction Steps

Oxycodone acetate solution was diluted with isopropanol (25 mL), cooled to 10° C. and neutralized at 10° C. to 5° C. with ammonium hydroxide (conc., ˜30 mL until pH ˜9.5). Stirring continued for 10 minutes and precipitated solids were filtered off, washed on filter with water (20 mL, 2×50 mL, 10 mL) and dried on filter for 0.5 hours. The light gray wet material (22.29 g) was prepared. This material was dissolved in chloroform (150 mL), treated with sodium sulfate (anhydrous) for one hour. Solvent was removed in vacuum and gray powder was dried on rotary evaporator for one hour at 50° C. in the bath, providing oxycodone base (16.31 g, 51.72 mmol, 74.1% yield on ABUK sulfate). Impurity profile is shown in Table 8.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09233972B2
Source datasetuspto-grants-2016_01
ORD IDord-5baf726fa0b9416c890f0be47ee70141
Source noteuspto-grants-2016_01