Реакция #3500

Уравнение реакции

water

sodium hydride

N-methoxy-p-chlorobenzamide

propargyl bromide

→

N-methoxy-N-propargyl-p-chlorobenzamide

Выход 36.5%

Растворители

tetrahydrofuran

Условия реакции

Обработка

1. 1
   Температураin this order while being cooled with ice
2. 2
   ТемператураThe mixture was heat-refluxed for 8 hours
3. 3
   workup.ADDITIONwas added to the reaction solution
4. 4
   Экстракцияthe mixture was extracted with ethyl acetate
5. 5
   ДругоеThe extract was dried
6. 6
   Концентрированиеconcentrated
7. 7
   Другоеpurified by silica gel column chromatography

Методика

0.22 g of sodium hydride (60% in oil) was suspended in 10 ml of tetrahydrofuran, and 1.0 g of N-methoxy-p-chlorobenzamide and 0.68 g of propargyl bromide were added thereto in this order while being cooled with ice. The mixture was heat-refluxed for 8 hours. After completion of the reaction, water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The extract was dried, concentrated and purified by silica gel column chromatography to obtain 0.44 g of N-methoxy-N-propargyl-p-chlorobenzamide.

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