Реакция #5316

Уравнение реакции

1,1-Dimethylpropargylamine

lithamide

[3-(2-bromoethoxy)propyl]benzene

→

title compound

Выход 13.8%

1,1-Dimethyl-5-(3-phenylpropoxy)-2-pentynamine

Выход 13.8%

Растворители

ammonia

ammonia

Условия реакции

Обработка

1. 1
   workup.STIRRINGThe suspension was stirred at 4 h
2. 2
   Другоеto evaporate overnight
3. 3
   workup.ADDITIONThe residue was treated with H2O (100 ml)
4. 4
   Экстракцияextracted with ER (3×100 ml)
5. 5
   ЭкстракцияThe dried extract
6. 6
   Другоеwas evaporated
7. 7
   workup.DISTILLATIONthe residue was distilled

Методика

1,1-Dimethylpropargylamine (8.5 g) was added dropwise to a suspension of lithamide [from lithium (1.7 g)] in liquid ammonia (100 ml) at -33°. The mixture was stirred for 90 min and a solution of [3-(2-bromoethoxy)propyl]benzene (21.5 g) in ER (30 ml) was added dropwise. The suspension was stirred at 4 h and ammonia was allowed to evaporate overnight. The residue was treated with H2O (100 ml) and extracted with ER (3×100 ml). The dried extract was evaporated and the residue was distilled to give the title compound as a colourless oil (3.0 g) b.p. 160-165°/0.2 mmHg. T.l.c. (ER) Rf 0.3.

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