反应详情

温度

200 °C

A mixture of 11 g of N-(3-ethylphenyl)acetamide, 9 g of copper powder, 19.8 g of potassium carbonate and 26.7 g of m-bromoanisole was stirred at 200° C. for 3 days. Insolubles were filtered off from the reaction mixture, and the filtrate was purified by silica gel column chromatography [ethyl acetate-hexane (1:3)]. To the resulting substance were added 16.6 g of potassium hydroxide, 8.7 ml of water and 170 ml of ethanol, and the whole was refluxed for 1 hour. The solvent was removed from the reaction mixture by evaporation, and water and ethyl acetate were added to the residue. After the organic layer was collected by separation, washed and dried, the solvent was removed by evaporation to afford 15.08 g of N-(3-ethylphenyl)-N-(3-methoxyphenyl)amine as an oil. IR (Nujol) (cm-1): 3400, 1600, 1490, 1460, MS (m/z): 227 (M+, base).

1. filtrationInsolubles were filtered off from the reaction mixture
2. customthe filtrate was purified by silica gel column chromatography [ethyl acetate-hexane (1:3)]
3. additionTo the resulting substance were added 16.6 g of potassium hydroxide, 8.7 ml of water and 170 ml of ethanol
4. temperaturethe whole was refluxed for 1 hour
5. customThe solvent was removed from the reaction mixture by evaporation, and water and ethyl acetate
6. additionwere added to the residue
7. customAfter the organic layer was collected by separation
8. washwashed
9. customdried
10. customthe solvent was removed by evaporation