反应 #2517

反应方程式

sodium bicarbonate

o-anisidine

4-nitrobenzoic acid

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

→

title compound

收率 87.5%

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

收率 87.5%

溶剂

methylene chloride

反应条件

后处理

1. 1
   温度With cooling in an ice bath
2. 2
   萃取extracted with methylene chloride
3. 3
   洗涤washed with water and saturated brine in that order
4. 4
   干燥After drying on anhydrous magnesium sulfate
5. 5
   其他the solvent was removed by evaporation
6. 6
   其他the resulting solid material was purified by silica gel column chromatography (methylene chloride)

实验过程

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.

来源