反应详情

Dissolve 6.7 g (0.036 mole) of (Z)-1-(4-chlorophenyl)-2-buten-1-ol in 100 ml of anhydrous ether, add 3.2 g of powdered KOH. Stir the mixture and with cooling add a solution of 7.0 g p-toluenesulfonylchloride in 30 ml of anhydrous ether. Continue to stir with cooling for 30 minutes, then allow to warm to room temperature overnight. Filter, wash the filtrate three times with saturated aqueous sodium bicarbonate, then with water and dry over sodium sulfate. Evaporate off solvents and triturate residue with petroleum ether, cyclohexane. Recrystallize residue from cyclohexane to yield the title compound.

1. temperaturewith cooling
2. stirringto stir
3. temperaturewith cooling for 30 minutes
4. filtrationFilter
5. washwash the filtrate three times with saturated aqueous sodium bicarbonate
6. dry with materialwith water and dry over sodium sulfate
7. customEvaporate off solvents
8. customtriturate residue with petroleum ether, cyclohexane