Реакция #488325

Уравнение реакции

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

Выход 30.3%

Растворители

water

dichloromethane

Условия реакции

Обработка

1. 1
   Экстракцияextracted with EtOAc (30 mL×3)
2. 2
   СушкаThe combined organic layer was dried over Na2SO4
3. 3
   Концентрированиеconcentrated in vacuo
4. 4
   Другоеpurified by column chromatography (PE: EtOAc=8:1)

Методика

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%).

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