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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 355089Generated: October 26, 2026

4'-Hydroxypropiophenone → Ifenprodil

https://huagongshe.com/reaction/355089

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4'-HydroxypropiophenoneHCID 6271—
Reactant4-BenzylpyridineHCID 16458—
ReactantBromineHCID 24408—
ReactantSodium AcetateHCID 517045—
SolventMethanolHCID 887—
Solvent1,4-DioxaneHCID 31275—
ProductIfenprodilHCID 368994.6%

Reaction Steps

To 4 ml of dioxane were added 6.0 g of 4'-hydroxypropiophenone. 6.8 Grams of bromine were added dropwise to the mixture with stirring at room temperature, and the reaction liquid was stirred for an additional 5 minutes. To the reaction liquid were then added 8.1 g of 4-benzylpyridine, 100 ml of methanol and 3.3 g of anhydrous sodium acetate, and the mixture was refluxed under heating for 5 hours. After refluxing the mixture, the reaction mixture was worked up in the same manner as described in Example 46, whereby 12.3 g (79.9%) of ifenprodil were obtained as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04377691
Source datasetuspto-grants-1983_03
ORD IDord-b264c3b1b00b43d0b5b1198c6d43fed7
Source noteuspto-grants-1983_03