반응 #66716

반응 방정식

Methyl magnesium chloride

N-(4-Acetyl-3-methoxy-phenyl)-acetamide

→

N-[4-(1-Hydroxy-1-methyl-ethyl)-3-methoxy-phenyl]-acetamide

수율 108.0%

용매

THF

THF

반응 조건

후처리

1. 1
   기타The reaction was quenched by addition of 1 N NH4Cl
2. 2
   추출extracted with EtOAc
3. 3
   세척The combined organic layers were washed with 1 N ammonium chloride, brine
4. 4
   건조dried over MgSO4
5. 5
   농축concentrated under reduced pressure

실험 절차

Methyl magnesium chloride (49.9 ml, 150 mmol, 3 M solution in THF) in 100 ml THF was cooled to zero degrees C., and N-(4-Acetyl-3-methoxy-phenyl)-acetamide (14.1 g, 68 mmol) in 200 ml THF was added via cannula to over 25 minutes. The reaction mixture was stirred and allowed to warm to room temperature over 2.5 hours. The reaction was quenched by addition of 1 N NH4Cl and extracted with EtOAc. The combined organic layers were washed with 1 N ammonium chloride, brine, dried over MgSO4, and concentrated under reduced pressure to afford N-[4-(1-Hydroxy-1-methyl-ethyl)-3-methoxy-phenyl]-acetamide (16.4 g, 100%).

출처