반응 #2517

반응 방정식

sodium bicarbonate

o-anisidine

4-nitrobenzoic acid

1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride

→

title compound

수율 87.5%

4-Nitro-N-(2-methoxyphenyl)benzamide

수율 87.5%

용매

methylene chloride

반응 조건

후처리

1. 1
   온도With cooling in an ice bath
2. 2
   추출extracted with methylene chloride
3. 3
   세척washed with water and saturated brine in that order
4. 4
   건조After drying on anhydrous magnesium sulfate
5. 5
   기타the solvent was removed by evaporation
6. 6
   기타the resulting solid material was purified by silica gel column chromatography (methylene chloride)

실험 절차

With cooling in an ice bath, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC.HCl) (630 mg, 3.29 mmol) was added to 15 ml of methylene chloride solution containing o-anisidine (368 mg, 2.99 mmol) and 4-nitrobenzoic acid (500 mg, 2.99 mmol). After 1 hour of stirring at the same temperature, the reaction mixture was roughly adjusted to pH 8 with saturated sodium bicarbonate aqueous solution, extracted with methylene chloride and then washed with water and saturated brine in that order. After drying on anhydrous magnesium sulfate, the solvent was removed by evaporation, and the resulting solid material was purified by silica gel column chromatography (methylene chloride) to obtain 712 mg (87.4%) of the title compound in the form of yellow powder.

출처