反应 #2348130

反应方程式

4-Hydroxybenzoic acid

4-aminophenol

EDCI

→

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

收率 34.6%

溶剂

DMF

反应条件

后处理

1. 1
   其他The reaction mixture was then partitioned between EtOAc (200 mL) and water (200 mL)
2. 2
   其他The organic layer was separated
3. 3
   洗涤washed consecutively with 1 N HCl, water, saturated sodium bicarbonate solution, water, and brine
4. 4
   干燥dried over MgSO4
5. 5
   其他Solvent was removed under reduced pressure
6. 6
   其他the crude product was purified by column chromatography

实验过程

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).

来源