반응 #64062

반응 방정식

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

수율 42.4%

용매

dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   추출extracted with dichloromethane
2. 2
   추출The organic extract
3. 3
   세척was washed with water
4. 4
   건조dried over anhydrous sodium sulfate
5. 5
   기타evaporated under reduced pressure
6. 6
   기타to give an oily residue
7. 7
   기타Purification by column chromatography over silica gel (eluant dichloromethane)

실험 절차

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.

출처