反応 #66715

反応方程式

N-(3-Methoxy-phenyl)-acetamide

acetyl chloride

aluminum chloride

→

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

収率 74.4%

溶媒

methylene chloride

反応条件

後処理

1. 1
   workup.STIRRINGwith stirring
2. 2
   workup.ADDITIONThe reaction mixture was poured into ice
3. 3
   workup.STIRRINGstirred 35 minutes
4. 4
   ろ過filtered
5. 5
   洗浄The solid was washed with water
6. 6
   抽出The filtrate was extracted with EtOAc and solvent
7. 7
   その他was removed under reduced pressure

実験手順

N-(3-Methoxy-phenyl)-acetamide (17.7 g, 107 mmol) in methylene chloride was cooled to zero degrees C., and acetyl chloride (19.0 ml, 268 mmol) was slowly added, followed by aluminum chloride (35.7 g, 268 mmol) in small portions over 15 min. The reaction mixture was stirred 15 minutes at zero degrees, then allowed to warm to room temperature with stirring. The reaction mixture was poured into ice, stirred 35 minutes, and filtered. The solid was washed with water. The filtrate was extracted with EtOAc and solvent was removed under reduced pressure. The combined solids gave N-(4-Acetyl-3-methoxy-phenyl)-acetamide (16.5 g., 74%) as a solid.

出典