反応 #465422

反応方程式

EDCI

HOBt

triethylamine

N,O-dimethylhydroxylamine hydrochloride

(3,4-Dimethoxyphenyl)acetic acid

→

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

収率 66.1%

溶媒

CH2Cl2

反応条件

後処理

1. 1
   その他was evaporated at reduced pressure
2. 2
   その他The residue was partitioned between EtOAc and water
3. 3
   洗浄The organic layer was washed with aq. HCl
4. 4
   乾燥dried (Na2SO4)
5. 5
   濃縮concentrated in vacuo

実験手順

(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.

出典