Реакция #2517

Уравнение реакции

sodium bicarbonate

o-anisidine

4-nitrobenzoic acid

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

→

title compound

Выход 87.5%

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

Выход 87.5%

Растворители

methylene chloride

Условия реакции

Обработка

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

Методика

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.

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