反应 #543577

反应方程式

benzoyl chloride

2-aminophenol

triethylamine

→

desired product

收率 79.3%

N-(2-Hydroxyphenyl)benzamide

收率 79.3%

溶剂

THF

THF

反应条件

后处理

1. 1
   workup.ADDITIONAfter addition
2. 2
   浓缩The reaction mixture was concentrated at reduced pressure
3. 3
   workup.ADDITIONaqueous sodium hydroxide (NaOH) (8M, 5 mL) was added
4. 4
   workup.ADDITIONAfter 5 min the pH of the reaction mixture was adjusted to 7.0 by addition of glacial acetic acid
5. 5
   浓缩concentrated in vacuo
6. 6
   workup.DISSOLUTIONThe reaction mixture was dissolved in dichloromethane (CH2Cl2)
7. 7
   洗涤washed successively with 1M aqueous hydrochloric acid (HCl), saturated aqueous sodium hydrogen carbonate (NaHCO3)
8. 8
   干燥The organic layer was dried over sodium sulphate (Na2SO4)
9. 9
   过滤filtered
10. 10
    浓缩concentrated

实验过程

To a mixture of 2-aminophenol (1.09 g, 10.0 mmol) and triethylamine (2.09 mL, 15.0 mmol) in THF (20 mL) was added benzoyl chloride (1.16 mL, 10.0 mmol) in THF (4 mL) dropwise over a period of 5 min at 0° C. After addition was complete the reaction mixture was kept on stirring at room temperature for overnight. The reaction mixture was concentrated at reduced pressure. The residue was taken up in methanol, aqueous sodium hydroxide (NaOH) (8M, 5 mL) was added. After 5 min the pH of the reaction mixture was adjusted to 7.0 by addition of glacial acetic acid and concentrated in vacuo. The reaction mixture was dissolved in dichloromethane (CH2Cl2), washed successively with 1M aqueous hydrochloric acid (HCl), saturated aqueous sodium hydrogen carbonate (NaHCO3). The organic layer was dried over sodium sulphate (Na2SO4), filtered and concentrated to give desired product (1.69 g).

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