反応 #488325

反応方程式

2-(3,4-dimethoxyphenyl)acetic acid

N,O-dimethylhydroxylamine hydrochloride

1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride

hydroxybenzotriazole

triethylamine

→

2-(3,4-dimethoxyphenyl)-N-methoxy-N-methylacetamide

収率 30.3%

溶媒

water

dichloromethane

反応条件

後処理

1. 1
   抽出extracted with EtOAc (30 mL×3)
2. 2
   乾燥The combined organic layer was dried over Na2SO4
3. 3
   濃縮concentrated in vacuo
4. 4
   その他purified by column chromatography (PE: EtOAc=8:1)

実験手順

A mixture of 2-(3,4-dimethoxyphenyl)acetic acid (1 g, 5.1 mmol), N,O-dimethylhydroxylamine hydrochloride (480 mg, 5.1 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (978 mg, 5.1 mmol), hydroxybenzotriazole (690 mg, 5.1 mmol) and triethylamine (2.57 g, 25.5 mmol) in dichloromethane (30 mL) was stirred at room temperature overnight. The reaction mixture was diluted with water (30 mL), and extracted with EtOAc (30 mL×3). The combined organic layer was dried over Na2SO4, concentrated in vacuo, and purified by column chromatography (PE: EtOAc=8:1) to afford 2-(3,4-dimethoxyphenyl)-N-methoxy-N-methylacetamide (370 mg, yield 30.3%).

出典