反应详情

1.48 g of potassium t-butoxide were added to a solution of 1.35 g of 2-[4-(3-methoxyphenyl)butyl]phenol (prepared as described in Preparation 7) in 20 ml of dimethylacetamide, whilst ice-cooling and stirring. 1.45 g of 2-(2-chloroethyl)-1-methylpyrrolidine hydrochoride were then added to the solution, and the mixture was stirred at 55° C. for 2 hours. At the end of this time, the reaction mixture was cooled, 200 ml of ethyl acetate and 100 ml of water were added to the mixture, and the mixture was shaken. The ethyl acetate layer was separated, washed with a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. The ethyl acetate layer was then concentrated by distillation under reduced pressure, and the resulting residue was purified by column chromatography through silica gel, using a 10:1 by volume mixture of methylene chloride and methanol as the eluent, to give 0.92 g (yield 48%) of the title compound as an oil.

1. temperaturecooling
2. stirringthe mixture was stirred at 55° C. for 2 hours
3. temperatureAt the end of this time, the reaction mixture was cooled
4. stirringthe mixture was shaken
5. customThe ethyl acetate layer was separated
6. washwashed with a saturated aqueous solution of sodium chloride
7. dry with materialdried over anhydrous magnesium sulfate
8. concentrationThe ethyl acetate layer was then concentrated by distillation under reduced pressure
9. customthe resulting residue was purified by column chromatography through silica gel
10. additionby volume mixture of methylene chloride and methanol as the eluent