反应 #64718

反应方程式

water

2-[bis(4-acetoxyphenyl)methyl]benzoyl chloride

m-anisidine

triethylamine

→

desired product

2-[Bis(4-hydroxyphenyl)methyl]-N-(3-methoxyphenyl)benzamide

溶剂

methylene chloride

methylene chloride

反应条件

后处理

1. 1
   其他as obtained in Reference Example 2
2. 2
   其他The organic layer was separated off
3. 3
   萃取the water layer was extracted with chloroform
4. 4
   洗涤the combined organic layer was washed with 2N aqueous hydrochloric acid solution
5. 5
   干燥dried over anhydrous magnesium sulfate
6. 6
   浓缩The organic layer was concentrated under reduced pressure
7. 7
   workup.ADDITIONthe residue was suspended in a mixture of 50 ml of saturated aqueous sodium hydrogencarbonate solution and 50 ml of methanol
8. 8
   温度the resulting suspension was heated
9. 9
   温度under reflux for 2 hours
10. 10
    浓缩The suspension was concentrated under reduced pressure, and water
11. 11
    workup.ADDITIONwas added to the residue
12. 12
    萃取The resulting mixture was extracted with ethyl acetate
13. 13
    干燥the extract was dried over anhydrous magnesium sulfate
14. 14
    浓缩The residue was concentrated under reduced pressure
15. 15
    其他was recrystallized

实验过程

In 20 ml of methylene chloride were dissolved 0.62 g of m-anisidine and 5 ml of triethylamine. To this solution was added dropwise under ice cooling 20 ml of methylene chloride containing 2.64 g of 2-[bis(4-acetoxyphenyl)methyl]benzoyl chloride as obtained in Reference Example 2. After stirring for 30 minutes, water was added thereto. The organic layer was separated off, and the water layer was extracted with chloroform. The chloroform layer was combined with the organic layer, and the combined organic layer was washed with 2N aqueous hydrochloric acid solution and dried over anhydrous magnesium sulfate. The organic layer was concentrated under reduced pressure, and the residue was suspended in a mixture of 50 ml of saturated aqueous sodium hydrogencarbonate solution and 50 ml of methanol, and the resulting suspension was heated under reflux for 2 hours. The suspension was concentrated under reduced pressure, and water was added to the residue. The resulting mixture was extracted with ethyl acetate, and the extract was dried over anhydrous magnesium sulfate. The residue was concentrated under reduced pressure, and was recrystallized to afford 1.54 g of the desired product.

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