Sodium Bicarbonate → 3-(Bis[4-(methoxymethoxy)phenyl]methyl)-2-[4-(2-chlorophenyl)piperazinylsulfonyl]indole

Participants

Reaction Steps

Boron trifluoride-ether complex (0.04 ml, 0.32 mmol) was added to a solution of 2-[4-(2-chlorophenyl)piperazinylsulfonyl]indole (1.2 g, 3.19 mmol) in 15 ml of methylene chloride, and a solution of 4,4'-bis(methoxymethoxy)benzhydrol (991 mg, 3.26 mmol) in 10 ml of methylene chloride was added thereto, followed by stirring at room temperature for 20 hours. Then, a solution of 4,4'-bis(methoxymethoxy)benzhydrol (490 mg, 1.60 mmol) in 10 ml of methylene chloride was further added to the reaction mixture to complete the reaction. A saturated aqueous solution of sodium bicarbonate was added to the reaction solution for neutralization followed by extraction with chloroform. The resulting organic layer was washed with a saturated aqueous solution of sodium bicarbonate and a saturated aqueous solution of sodium chloride, and dried over magnesium sulfate, and the solvent was distilled off under reduced pressure to give a crude product. The obtained crude product was crystallized from diisopropyl ether/hexane to give 1.9 g (yield: 90%) of the title compound.

Provenance & Evidence