反应详情

At RT, 12.6 ml (90.3 mmol) of triethylamine and a solution of 13.77 g (72.2 mmol) of toluene-4-sulphonyl chloride in 200 ml of dichloromethane are successively added dropwise with stirring to a solution of 10.0 g (60.2 mmol) of 4-(2-hydroxyethoxy)benzaldehyde in 300 ml of dichloromethane. The reaction mixture is stirred at RT for 12 h. After addition of 0.15 g (1.2 mmol) of 4-N,N-dimethylaminopyridine, the mixture is stirred at RT for another 4 h. 250 ml of saturated aqueous sodium bicarbonate solution are then added, and the mixture is extracted three times with in each case 100 ml of dichloromethane. The combined organic phases are dried over sodium sulphate. After removal of the solvent on a rotary evaporator, the crude product is purified chromatographically on silica gel 60 (mobile phase gradient cyclohexane→ethyl acetate).

1. stirringthe mixture is stirred at RT for another 4 h
2. extractionthe mixture is extracted three times with in each case 100 ml of dichloromethane
3. dry with materialThe combined organic phases are dried over sodium sulphate
4. customAfter removal of the solvent
5. customon a rotary evaporator
6. customthe crude product is purified chromatographically on silica gel 60 (mobile phase gradient cyclohexane→ethyl acetate)