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 nitrogen was introduced thereinto at a flow rate of 400 ml/minute for one hour at room temperature. To the reaction liquid were than added 6.8 g of 4-benzylpyridine and 50 ml of methanol, and the mixture was refluxed under heating for 4 hours. After stopping the heating, 0.2 g of platinum oxide and 50 ml of methanol were added and hydrogen gas was then introduced and the mixture was stirred for 9 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 10.0 g (61.7%) of ifenprodil hydrobromide were obtained as white crystals.

Provenance & Evidence