반응 #61769

반응 방정식

p-toluenesulfonic acid chloride

triethylamine

2-(1H-[1,2,3]triazol-1-yl)-ethanol

HCl

→

Toluene-4-sulfonic acid 2-[1,2,3]triazol-1-yl-ethyl ester

용매

dichloromethane

dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   workup.STIRRINGstirring
2. 2
   workup.WAITcontinued for 10 min.
3. 3
   기타The organic phase was separated
4. 4
   세척washed with sat. NaHCO3-solution and brine
5. 5
   건조dried over Na2SO4 and solvents
6. 6
   workup.DISTILLATIONdistilled off

실험 절차

A solution of 12.9 g (66.3 mmol) p-toluenesulfonic acid chloride, 2.03 g (16.6 mmol) 4-(N,N-dimethylamino)-pyridine and 11.2 ml (80.2 mmol) triethylamine in 150 ml dichloromethane was cooled to −10° C. A solution of 7.50 g (66.3 mmol) 2-(1H-[1,2,3]triazol-1-yl)-ethanol in 150 ml dichloromethane was added dropwise and the mixture stirred overnight at −4° C. 170 ml Ice and 170 ml dichloromethane were added and stirring continued for 10 min. followed by addition of 3.9 ml conc. HCl. The organic phase was separated, washed with sat. NaHCO3-solution and brine, dried over Na2SO4 and solvents distilled off. Yield 15.3 g (86%) orange crystals.

출처