反応 #2517

反応方程式

sodium bicarbonate

o-anisidine

4-nitrobenzoic acid

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

→

title compound

収率 87.5%

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

収率 87.5%

溶媒

methylene chloride

反応条件

後処理

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

実験手順

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.

出典