4'-Hydroxypropiophenone → Ifenprodil

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, and the reaction liquid was stirred for an additional 5 minutes. To the reaction liquid were then added 7.5 g of 4-benzylpyridine, 2.8 ml of 10-N sodium hydroxide solution and 100 ml of methanol, and the mixture was refluxed under heating for 5 hours. After stopping the heating, 0.5 g of platinum oxide were added and hydrogen was then introduced and the mixture was stirred for 7 hours under pressure of about 1 atm. After completion of the reaction, the reaction mixture was worked up in the same manner as described in Example 46, whereby 11.5 g (74.7%) of ifenprodil were obtained as white crystals.

Provenance & Evidence