Реакция #465422

Уравнение реакции

EDCI

HOBt

triethylamine

N,O-dimethylhydroxylamine hydrochloride

(3,4-Dimethoxyphenyl)acetic acid

→

N-methyl-N-methoxy-(3,4-dimethoxyphenyl)acetamide

Выход 66.1%

Растворители

CH2Cl2

Условия реакции

Обработка

1. 1
   Другоеwas evaporated at reduced pressure
2. 2
   ДругоеThe residue was partitioned between EtOAc and water
3. 3
   ПромывкаThe organic layer was washed with aq. HCl
4. 4
   Сушкаdried (Na2SO4)
5. 5
   Концентрированиеconcentrated in vacuo

Методика

(3,4-Dimethoxyphenyl)acetic acid (13.0 g, 66.4 mmol) was suspended in anhydrous CH2Cl2 followed by addition of EDCI (15.3 g, 79.7 mmol), HOBt (20.6 g, 152 mmol), triethylamine (8.06 g, 79.7 mmol), and N,O-dimethylhydroxylamine hydrochloride (6.48 g, 66.4 mmol). The reaction was stirred 3 days at ambient temperature after which the solvent was evaporated at reduced pressure. The residue was partitioned between EtOAc and water. The organic layer was washed with aq. HCl, sat NaHCO3, brine, dried (Na2SO4), and concentrated in vacuo to give 10.5 g (66%) of N-methyl-N-methoxy-(3,4-dimethoxyphenyl)acetamide as a pale brown oil.

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