反応 #586116

反応方程式

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

収率 95.0%

溶媒

DMF

反応条件

後処理

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

実験手順

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%).

出典