반응 #586116

반응 방정식

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

수율 95.0%

용매

DMF

반응 조건

후처리

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

실험 절차

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%).

출처