反应 #586116

反应方程式

4-hydroxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene-2-carbaldehyde

sodium hydride

2-methoxyethyl chloride

→

5,5,8,8-Tetramethyl-4-(2-methoxyethoxy)-5,6,7,8-tetrahydronaphthalene-2-carbaldehyde

收率 95.0%

溶剂

DMF

反应条件

后处理

1. 1
   workup.STIRRINGthe medium is stirred at room temperature for 2 hours
2. 2
   萃取hydrolysed and extracted with ethyl ether
3. 3
   洗涤The organic phase is washed with 1N sodium hydroxide solution
4. 4
   其他The residue obtained
5. 5
   其他is purified by chromatography (eluent:heptane)
6. 6
   其他A yellow oil is obtained (m=42.7 g; yield=95%)

实验过程

34 g (148 mmol) of 4-hydroxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene-2-carbaldehyde are dissolved in 400 mL of anhydrous DMF. 7.2 g (178 mmol) of 60% sodium hydride are then added portionwise, and the reaction medium is stirred for 1 hour. 16.5 mL (178 mmol) of 2-methoxyethyl chloride are added dropwise, and the medium is stirred at room temperature for 2 hours and then hydrolysed and extracted with ethyl ether. The organic phase is washed with 1N sodium hydroxide solution and then three times with water. The residue obtained is purified by chromatography (eluent:heptane). A yellow oil is obtained (m=42.7 g; yield=95%).

来源