تفاعل #2348130

معادلة التفاعل

4-Hydroxybenzoic acid

4-aminophenol

EDCI

→

4-hydroxy-N-(4-hydroxyphenyl)-benzamide

المردود 34.6%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   أخرىThe reaction mixture was then partitioned between EtOAc (200 mL) and water (200 mL)
2. 2
   أخرىThe organic layer was separated
3. 3
   غسيلwashed consecutively with 1 N HCl, water, saturated sodium bicarbonate solution, water, and brine
4. 4
   تجفيفdried over MgSO4
5. 5
   أخرىSolvent was removed under reduced pressure
6. 6
   أخرىthe crude product was purified by column chromatography

الإجراء التجريبي

4-Hydroxybenzoic acid (1.01 g, 7.31 mmol) and 4-aminophenol (1.19 g, 10.9 mmol) were dissolved in 15 mL of dry DMF. To the above solution EDCI (1.40 g, 7.31 mmoL) was added in one portion and the resulting mixture was stirred at rt overnight under nitrogen. The reaction mixture was then partitioned between EtOAc (200 mL) and water (200 mL). The organic layer was separated, washed consecutively with 1 N HCl, water, saturated sodium bicarbonate solution, water, and brine, and dried over MgSO4. Solvent was removed under reduced pressure and the crude product was purified by column chromatography using EtOAc in hexane as an eluent (10% to 20%) to give 580 mg (34% yield) of 4-hydroxy-N-(4-hydroxyphenyl)-benzamide. MS (ES) m/z: 230.04 (M+1).

المصدر