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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 355073Generated: October 27, 2026

4'-Hydroxypropiophenone → Ifenprodil hydrobromide

https://huagongshe.com/reaction/355073

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4'-HydroxypropiophenoneHCID 6271—
Reactant4-BenzylpyridineHCID 16458—
ReactantBromineHCID 24408—
Reactant1,4-DioxaneHCID 31275—
SolventMethanolHCID 887—
ProductIfenprodil hydrobromideHCID 1261316270.1%

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. The reaction liquid was stirred for an additional 5 minutes and then nitrogen gas was introduced thereinto at a flow rate of 400 ml/minute for 10 minutes at 60° C. To the reaction liquid were then added 6.4 g of 4-benzylpyridine and 50 ml of methanol, and the mixture was refluxed under heating for 5 hours. The reaction mixture was then treated in the same manner as described in Example 3, whereby 11.4 g (70.1%) 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-89e97bde15b74bafa3f20a7ef7f0fb7e
Source noteuspto-grants-1983_03