반응 #6585

반응 방정식

3,4,5-trimethoxybenzoyl chloride

N,O-dimethylhydroxylamine hydrochloride

pyridine

→

N-methoxy-N-methyl-(3,4,5-trimethoxy)benzamide

수율 97.9%

용매

ethanol

반응 조건

후처리

1. 1
   기타evaporate the solvent in vacuo
2. 2
   기타Partition the residue between aqueous sodium chloride
3. 3
   workup.ADDITIONa 1:1 mixture of ethyl ether and methylene chloride
4. 4
   기타Separate the organic phase
5. 5
   건조dry (Na2SO4)
6. 6
   기타evaporate the solvent in vacuo
7. 7
   기타to yield an oil
8. 8
   여과Filter the oil through silica gel eluting with 65% ethyl acetate/hexane

실험 절차

Dissolve 3,4,5-trimethoxybenzoyl chloride (2.3 g, 10 mmol) and N,O-dimethylhydroxylamine hydrochloride (1.10 g, 11 mmol) in ethanol-free chloroform at room temperature. Cool the solution to 0° C. and add pyridine (1.85 g, 22 mmol). Stir at ambient temperature for 1 hour and evaporate the solvent in vacuo. Partition the residue between aqueous sodium chloride and a 1:1 mixture of ethyl ether and methylene chloride. Separate the organic phase, dry (Na2SO4), and evaporate the solvent in vacuo to yield an oil. Filter the oil through silica gel eluting with 65% ethyl acetate/hexane to yield 2.5 g of N-methoxy-N-methyl-(3,4,5-trimethoxy)benzamide.

출처