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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2193972Generated: November 1, 2026

Acetone → Desvenlafaxine

https://huagongshe.com/reaction/2193972

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantWaterHCID 962—
ReactantVenlafaxineHCID 5656—
ReactantSodium CyanideHCID 8929—
SolventDimethyl SulfoxideHCID 679—
ProductDesvenlafaxineHCID 125017—

Reaction Conditions

Temperature182.5 °C

Reaction Steps

5.0 g Venlafaxine was dissolved in 50 ml dimethylsulfoxide at 25-30° C. Sodium cyanide 9.0 g was added and reaction mass was heated to 180-185° C. for 4 hours. The reaction mass was cooled and 25 ml water was added. The resulting solution was extracted with 2×50 ml ethyl acetate, combined organic layer was dried over anhydrous sodium sulfate, followed by distillation to give residue. The residue was treated with 25 ml acetone then cooled to 0-5° C. to give O-desmethylvenlafaxine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329952B2
Source datasetuspto-grants-2012_12
ORD IDord-30767d15745245cea4be0047329c469d
Source noteuspto-grants-2012_12