반응 #465422

반응 방정식

EDCI

HOBt

triethylamine

N,O-dimethylhydroxylamine hydrochloride

(3,4-Dimethoxyphenyl)acetic acid

→

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

수율 66.1%

용매

CH2Cl2

반응 조건

후처리

1. 1
   기타was evaporated at reduced pressure
2. 2
   기타The residue was partitioned between EtOAc and water
3. 3
   세척The organic layer was washed with aq. HCl
4. 4
   건조dried (Na2SO4)
5. 5
   농축concentrated in vacuo

실험 절차

(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.

출처