反应详情

In 100 ml of chloroform was suspended 25 g (120 millimoles) of 2,4-dimethoxycinnamic acid, and at room temperature, 44 ml (about 600 millimoles) of thionyl chloride was added dropwise. The mixture was stirred at room temperature for 2 hours, and the excess of thionyl chloride and chloroform were distilled off under reduced pressure. The residue was diluted with 200 ml of chloroform, and added dropwise at room temperature to 300 ml of a chloroform solution of 34.6 g (120 millimoles) of bis(4-fluorophenyl)methylpiperazine and 24.3 g (240 millimoles) of triethylamine. The mixture was stirred at room temperature for 2 hours, and then a 10% aqueous solution of sodium bicarbonate was added. The mixture was shaken, and the organic layer was separated, washed with water, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. To the resulting oily product was added 200 ml of an ethanol solution of 14 g of fumaric acid. The crystals that precipitated were collected by filtratiion. Recrystallization from chloroform/methanol (1/1, v/v) gave 18.8 g (yield 29.2%) of 1-[bis(4-fluorophenyl)methyl]-4-(2,4-dimethoxycinnamoyl)piperazine hemifumarate as colorless crystals.

1. distillationthe excess of thionyl chloride and chloroform were distilled off under reduced pressure
2. additionThe residue was diluted with 200 ml of chloroform
3. stirringThe mixture was stirred at room temperature for 2 hours
4. stirringThe mixture was shaken
5. customthe organic layer was separated
6. washwashed with water
7. dry with materialdried over anhydrous magnesium sulfate
8. distillationThe solvent was distilled off under reduced pressure
9. additionTo the resulting oily product was added 200 ml of an ethanol solution of 14 g of fumaric acid
10. customThe crystals that precipitated
11. customwere collected by filtratiion
12. customRecrystallization from chloroform/methanol (1/1