反応 #3499

反応方程式

water

sodium hydride

methyl N-methoxycarbamate

chloromethylpropargyl ether

→

methyl N-methoxy-N-propargyloxymethylcarbamate

収率 75.9%

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   温度in this order while being cooled with ice
2. 2
   温度The mixture was heat-refluxed for 1 hour
3. 3
   workup.ADDITIONwas added to the reaction solution
4. 4
   抽出the mixture was extracted with ethyl acetate
5. 5
   その他The extract was dried
6. 6
   濃縮concentrated
7. 7
   その他purified by silica gel column chromatography

実験手順

0.37 g of sodium hydride (60% in oil) was suspended in 10 ml of tetrahydrofuran, and 0.8 g of methyl N-methoxycarbamate and 0.96 g of chloromethylpropargyl ether were added thereto in this order while being cooled with ice. The mixture was heat-refluxed for 1 hour. 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 1.0 g of methyl N-methoxy-N-propargyloxymethylcarbamate.

出典