تفاعل #2517

معادلة التفاعل

sodium bicarbonate

o-anisidine

4-nitrobenzoic acid

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

→

title compound

المردود 87.5%

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

المردود 87.5%

المذيبات

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةWith cooling in an ice bath
2. 2
   استخلاصextracted with methylene chloride
3. 3
   غسيلwashed with water and saturated brine in that order
4. 4
   تجفيفAfter drying on anhydrous magnesium sulfate
5. 5
   أخرىthe solvent was removed by evaporation
6. 6
   أخرىthe resulting solid material was purified by silica gel column chromatography (methylene chloride)

الإجراء التجريبي

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.

المصدر