反応 #468719

反応方程式

sodium borohydride

4,4-dimethyl-1-tetralone

water

→

1,2,3,4-tetrahydro-4,4-dimethyl-1-naphthol

溶媒

methanol

methanol toluene

反応条件

後処理

1. 1
   その他the organic layer was separated
2. 2
   乾燥dried over magnesium sulfate
3. 3
   ろ過filtered
4. 4
   その他evaporated under reduced pressure
5. 5
   その他to leave a light yellow oil
6. 6
   その他This was purified by silica gel column chromatrography
7. 7
   洗浄eluting with ethyl acetate:hexane (1:9)

実験手順

To a stirred suspension of sodium borohydride (3.5 g, 93 mmoles) in dry methanol (50 ml) at 0° C. under a nitrogen atmosphere was added a solution of 4,4-dimethyl-1-tetralone (10 g, 57.4 mmoles) in dry methanol:toluene (1:3) dropwise over a 45 minute period. After this time the mixture was allowed to warm to room temperature, and then two volumes of water were added. After stirring for 1 hour, the organic layer was separated, dried over magnesium sulfate, filtered, and evaporated under reduced pressure to leave a light yellow oil. This was purified by silica gel column chromatrography eluting with ethyl acetate:hexane (1:9) to give 1,2,3,4-tetrahydro-4,4-dimethyl-1-naphthol as a colorless oil. (9.89 g, 98%).

出典