反应 #2267077

反应方程式

H3PO2

15

6-Amino-3-methyl-1-(4-nitrophenyl)-7-methoxyisochroman

NaNO2

→

desired product 16

收率 86.0%

3-Methyl-1-(4-nitrophenyl)-7-methoxyisochroman

收率 86.0%

溶剂

H2SO4

反应条件

后处理

1. 1
   温度After refluxing for 5 hours
2. 2
   萃取the solution was extracted with ethyl acetate three times
3. 3
   干燥The combined organic phases were dried over Na2SO4
4. 4
   其他Removal of the solvent
5. 5
   其他afforded the crude product
6. 6
   其他Purification of the crude product

实验过程

Solution of 15 (100 mg, 0.32 mmol) in 5 ml of 4N H2SO4 was treated with NaNO2 (29.6 mg, 1.16 eq) at 0° C. for 15 min, followed by adding H3PO2 (50%, 0.25 ml) at such temperature. After refluxing for 5 hours, the solution was extracted with ethyl acetate three times. The combined organic phases were dried over Na2SO4. Removal of the solvent afforded the crude product. Purification of the crude product by using silica gel column gave the desired product 16 (82 mg, 86%).

来源