Реакция #1672672

Уравнение реакции

(3RS)-1-benzyl-3-hydroxymethyl pyrrolidine

thionyl chloride

→

(3RS)-1-benzyl-3-chloromethyl pyrrolidine

Растворители

CHCl3

CHCl3

Условия реакции

Обработка

1. 1
   ДругоеThe mixture was evaporated
2. 2
   workup.DISSOLUTIONthe residue was dissolved in water
3. 3
   ПромывкаThe water layer was washed with ethyl acetate
4. 4
   ЭкстракцияThe water layer was extracted three times with ethyl acetate
5. 5
   Сушкаthe combined organic layer was dried (Na2SO4)
6. 6
   Фильтрацияfiltered
7. 7
   Другоеevaporated
8. 8
   Другоеto give the product in a quantitative yield (16.8 g)

Методика

To a refluxing solution of 15.3 g (0.08 mole) (3RS)-1-benzyl-3-hydroxymethyl pyrrolidine in 220 ml CHCl3 was slowly added a solution of 330 ml thionyl chloride in 60 ml CHCl3, and the reflux was continued for one hour. The mixture was evaporated and the residue was dissolved in water. The water layer was washed with ethyl acetate and then made alkaline with 0.2 M NaOH-solution. The water layer was extracted three times with ethyl acetate and the combined organic layer was dried (Na2SO4), filtered and evaporated to give the product in a quantitative yield (16.8 g).

Источник