Ammonium Chloride → 1-(4,4'-Difluorobenzhydryl)-4-(5-(2,3,4-trimethoxyphenyl)-2,4-pentadienyl)piperazine

Participants

Reaction Steps

10.6 g (20 mmol) of said 1-(4,4' difluorobenzhydryl)-4-(5-(2,3,4-trimethoxyphenyl)-2,4,-pentadienoyl)piperazine was dissolved in 250 ml of dry ether. After addition of 760 mg (20.1 mmol) of lithium aluminum hydride, the mixture was heated under reflux for 1 hour. The reaction mixture, after addition of saturated aqueous solution of ammonium chloride, was extracted with ether. The organic layer was then 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 to give 9.8 g (19 mmol) of 1-(4,4'-difluorobenzhydryl)-4-(5-(2,3,4-trimethoxyphenyl)-2,4-pentadienyl)piperazine from eluates of chloroform-methanol (40:1). Spectrophotometric data of the product support the structure (IX). ##STR9##

Provenance & Evidence