Реакция #518613

Уравнение реакции

p-Toluenesulfonylchloride

2-(2-Chloroethoxy)ethanol

HCl

triethylamine

→

2-(2-chloroethoxy)ethyl p-toluenesulfonate

Растворители

CHCl3

Условия реакции

Обработка

1. 1
   Температураcooled below 5° C.
2. 2
   workup.ADDITIONAfter the addition
3. 3
   workup.STIRRINGthe mixture was stirred for another 3 h at room temperature
4. 4
   workup.ADDITIONwas added carefully
5. 5
   workup.STIRRINGstirred for 30 min
6. 6
   ДругоеThe chloroform phase was separated
7. 7
   Промывкаwashed three times with 30 ml water
8. 8
   Сушкаdried with Na2SO4
9. 9
   Другоеthe solvent removed in vacuo upon which 12.5 g (90%) of a yellowish oil
10. 10
    Другоеwas obtained
11. 11
    ДругоеThe product was used without further purification

Методика

In a round bottom flask 9.53 g (50 mmol) of p-Toluenesulfonylchloride were mixed with 7.47 g (60 mmol) 2-(2-Chloroethoxy)ethanol in 50 ml CHCl3. The mixture was stirred and cooled below 5° C. and 10.1 g (100 mmol) triethylamine were added drop-wise at this temperature. After the addition was completed, the mixture was stirred for another 3 h at room temperature. At which point, a mixture of 50 g ice and 20 ml conc. HCl was added carefully and stirred for 30 min. The chloroform phase was separated, washed three times with 30 ml water, dried with Na2SO4 and the solvent removed in vacuo upon which 12.5 g (90%) of a yellowish oil was obtained. The product was used without further purification.

Источник