反応 #64062

反応方程式

water

Acetyl chloride

5-(2,6-dimethyl-4-hydroxyphenyl)-3-hydroxy-2-propionylcyclohex-2-en-1-one

pyridine

→

5-(4-acetyloxy-2,6-dimethylphenyl)-3-hydroxy-2-propionylcyclohex-2-en-1-one

収率 42.4%

溶媒

dichloromethane

dichloromethane

反応条件

後処理

1. 1
   抽出extracted with dichloromethane
2. 2
   抽出The organic extract
3. 3
   洗浄was washed with water
4. 4
   乾燥dried over anhydrous sodium sulfate
5. 5
   その他evaporated under reduced pressure
6. 6
   その他to give an oily residue
7. 7
   その他Purification by column chromatography over silica gel (eluant dichloromethane)

実験手順

Acetyl chloride (0.39 g; 4.9 mmole) in dichloromethane (5 ml) was added to a solution of 5-(2,6-dimethyl-4-hydroxyphenyl)-3-hydroxy-2-propionylcyclohex-2-en-1-one (1.29 g; 4.5 mmole) and pyridine (0.39 g; 4.9 mmole) in dichloromethane (100 ml) at room temperature. The mixture was stirred for 24 hours, then poured into water and extracted with dichloromethane. The organic extract was washed with water, dried over anhydrous sodium sulfate and evaporated under reduced pressure to give an oily residue. Purification by column chromatography over silica gel (eluant dichloromethane) gave 5-(4-acetyloxy-2,6-dimethylphenyl)-3-hydroxy-2-propionylcyclohex-2-en-1-one (0.63 g; 42.0%) as a pale cream solid.

出典