Реакция #66716

Уравнение реакции

Methyl magnesium chloride

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

→

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

Выход 108.0%

Растворители

THF

THF

Условия реакции

Обработка

1. 1
   ДругоеThe reaction was quenched by addition of 1 N NH4Cl
2. 2
   Экстракцияextracted with EtOAc
3. 3
   ПромывкаThe combined organic layers were washed with 1 N ammonium chloride, brine
4. 4
   Сушкаdried over MgSO4
5. 5
   Концентрированиеconcentrated under reduced pressure

Методика

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%).

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