反応 #61769

反応方程式

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

溶媒

dichloromethane

dichloromethane

dichloromethane

反応条件

後処理

1. 1
   workup.STIRRINGstirring
2. 2
   workup.WAITcontinued for 10 min.
3. 3
   その他The organic phase was separated
4. 4
   洗浄washed with sat. NaHCO3-solution and brine
5. 5
   乾燥dried over Na2SO4 and solvents
6. 6
   workup.DISTILLATIONdistilled off

実験手順

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.

出典