反応 #2348130

反応方程式

4-Hydroxybenzoic acid

4-aminophenol

EDCI

→

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

収率 34.6%

溶媒

DMF

反応条件

後処理

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

実験手順

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).

出典