반응 #586117

반응 방정식

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

sodium hydride

2-ethoxyethyl bromide

→

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

수율 86.0%

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=40.7 g; yield=86%)

실험 절차

36 g (156 mmol) of 4-hydroxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene-2-carbaldehyde are dissolved in 400 mL of anhydrous DMF. 6.5 g (163 mmol) of 60% sodium hydride are added portionwise and the reaction medium is stirred for 1 hour. 25 g (163 mmol) of 2-ethoxyethyl bromide are added portionwise 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=40.7 g; yield=86%).

출처