반응 #339574

반응 방정식

para-toluenesulfonyl chloride

Triethylamine

trans-2-(4-hydroxy-cyclohexyl)-2-methyl-propionic acid methyl ester

sodium hydrogencarbonate

→

title compound

trans-2-Methyl-2-[4-(toluene-4-sulfonyloxy)-cyclohexyl]-propionic acid methyl ester

용매

dichloromethane

반응 조건

후처리

1. 1
   기타the layers are separated
2. 2
   추출The aqueous layer is extracted with dichloromethane
3. 3
   건조the combined organics are dried over sodium sulphate
4. 4
   농축concentrated

실험 절차

0.400 g trans-2-(4-hydroxy-cyclohexyl)-2-methyl-propionic acid methyl ester (residue HH) are dissolved in 10 ml of dichloromethane. Triethylamine (0.42 ml) and 4-dimethylamino pyridine (0.012 g) are added and the solution is cooled to 0° C. 0.419 g of para-toluenesulfonyl chloride are added portionwise and the reaction mixture is then stirred at room temperature for 16 hours. The reaction mixture is poured onto saturated aqueous sodium hydrogencarbonate solution and the layers are separated. The aqueous layer is extracted with dichloromethane and the combined organics are dried over sodium sulphate and concentrated. Flash chromatography (SiO2 60F) of the residue provides the title compound which is identified on the basis of its Rf-value.

출처