4'-Hydroxypropiophenone → Ifenprodil hydrobromide

Participants

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. The reaction liquid was stirred for an additional 5 minutes and then air was introduced thereinto at a flow rate of 100 ml/minute for one hour at 60° C. To the reaction liquid were then added 8.1 g of 4-benzylpyridine and 100 ml of ethanol, and the mixture was refluxed under heating for 5 hours. After stopping the heating, 0.3 g of platinum oxide and 200 ml of ethanol were added and hydrogen was then introduced and the mixture was stirred for 12 hours under pressure of about 1 atm. After completion of the reaction, the reaction mixture was treated in the same manner as described in Example 34, whereby 10.7 g (66.0%) of ifenprodil hydrobromide were obtained as white crystals.

Provenance & Evidence