反応 #586118

反応方程式

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

ethynylmagnesium bromide

→

1-[5,5,8,8-Tetramethyl-4-(2-ethoxyethoxy)-5,6,7,8-tetrahydronaphth-2-yl]prop-2-yn-1-ol

収率 97.0%

溶媒

THF

反応条件

後処理

1. 1
   抽出After treatment with 1N hydrochloric acid solution and extraction with ethyl acetate
2. 2
   その他followed by evaporation
3. 3
   その他the residue is purified by chromatography on a column of silica (eluent: 8/2 heptane/EtOAC)
4. 4
   その他A yellow oil is obtained (m=42 g; yield=97%)

実験手順

40 g (131 mmol) of 5,5,8,8-tetramethyl-4-(2-ethoxyethoxy)-5,6,7,8-tetrahydronaphthalene-2-carbaldehyde are dissolved in 400 mL of THF. 290 mL (145 mmol) of 0.5N ethynylmagnesium bromide solution are added and the reaction medium is then stirred for 1 hour. After treatment with 1N hydrochloric acid solution and extraction with ethyl acetate, followed by evaporation, the residue is purified by chromatography on a column of silica (eluent: 8/2 heptane/EtOAC). A yellow oil is obtained (m=42 g; yield=97%).

出典