Ammonium Chloride → 1-(4,4'-Difluorobenzhydryl)-4-(5-(2,4-dimethoxyphenyl)-2,4-pentadienyl)piperazine

Participants

Reaction Steps

To 11.6 g (23.0 mmol) of said 1-(4,4'-difluorobenzhydryl)-4-(5-(2,4-dimethoxyphenyl)-2,4-pentadienoyl)piperazine was added 250 ml of dry ether, and the mixture was stirred. After slow addition of 870 mg (23.0 mmol) of lithium aluminum hydride, the mixture was heated for 1 hour under reflux. To the reaction mixture was added saturated aqueous solution of ammonium chloride, and the mixture was extracted with ether. The organic layer was washed with a saturated sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. There was obtained a residue, which was subjected to column chromatography on silica gel and eluted with chloroform-methanol (40:1) to give 9.50 g (19.4 mmol) of 1-(4,4'-difluorobenzhydryl)-4-(5-(2,4-dimethoxyphenyl)-2,4-pentadienyl)piperazine. Spectrophotometric data of the product support the structure (VII). ##STR7##

Provenance & Evidence