Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 355082Generated: October 30, 2026

4'-Hydroxypropiophenone → Ifenprodil hydrobromide

https://huagongshe.com/reaction/355082

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4'-HydroxypropiophenoneHCID 6271—
Reactant4-BenzylpyridineHCID 16458—
ReactantBromineHCID 24408—
ReactantPotassium BicarbonateHCID 516893—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductIfenprodil hydrobromideHCID 1261316266.4%

Reaction Steps

To 4 ml of dioxane were added 6.0 g of 4'-hydroxypropiophenone. 6.4 Grams of bromine were added dropwise to the mixture with stirring at room temperature, and the reaction liquid was stirred for an additional 10 minutes. To the reaction liquid were then added 6.4 g of 4-benzylpyridine, 1 ml of water, 100 ml of methanol and 4.0 g of potassium hydrogen carbonate, and the mixture was refluxed under heating for 5 hours. The reaction mixture was then treated in the same manner as described in Example 26, whereby 10.6 g (66.4%) of ifenprodil hydrobromide were obtained as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04377691
Source datasetuspto-grants-1983_03
ORD IDord-b69667c6c86b4a37a70f575b65718208
Source noteuspto-grants-1983_03