反应详情

A mixture of 3,4-dibenzyloxyphenacyl bromide (32.8 g.), N-[2-(4-acetamidophenoxy)ethyl]benzylamine (22.8 g.), anhydrous sodium carbonate (8.4 g.) and ethanol (1 liter) was boiled under reflux for 2 hours, then filtered hot to remove the inorganic sediment and evaporated in vacuo to afford a thick syrup. The latter was dissolved in hot isopropanol and the solution cooled, the precipitated solid then being collected by filtration. To a hot solution of the solid in fresh isopropanol were added a few milliliters of ethyl acetate, and the solution was then allowed to cool to room temperature. The crystallized solid was collected by filtration, washed in diethyl ether and dried. Recrystallization from an isopropanol/ethyl acetate mixture afforded N-benzyl-N-(3,4-dibenzyloxybenzoyl)methyl-2-(4-acetamidophenoxy)ethylamine (32.8 g.), m.p. 104°-6° C.

1. temperatureunder reflux for 2 hours
2. filtrationfiltered hot
3. customto remove the inorganic sediment
4. customevaporated in vacuo
5. customto afford a thick syrup
6. temperaturethe solution cooled
7. filtrationthe precipitated solid then being collected by filtration
8. additionTo a hot solution of the solid in fresh isopropanol were added a few milliliters of ethyl acetate
9. filtrationThe crystallized solid was collected by filtration
10. washwashed in diethyl ether
11. customdried
12. customRecrystallization from an isopropanol/ethyl acetate mixture