反应 #2267071

反应方程式

HNO3

4-methoxyphenylacetone

acetic anhydride

HNO3

→

10

收率 59.0%

4-Methoxy-3-nitrophenylacetone

收率 59.0%

反应条件

后处理

1. 1
   其他the ice-bath was removed
2. 2
   其他The reaction was quenched
3. 3
   workup.ADDITIONby adding ice water
4. 4
   萃取The resulting solution was extracted with ethyl acetate three times
5. 5
   干燥The organic phase was dried over Na2SO4
6. 6
   其他Removal of the solvent under reduced pressure
7. 7
   其他afforded crude product
8. 8
   其他Purification of the crude product

实验过程

To a solution of 4-methoxyphenylacetone 9 (6.56 g, 4 mmol) in acetic anhydride (16 mmol) was added 90% HNO3 dropwise at −5° C. After adding HNO3, the ice-bath was removed and allowed to warm up to room temperature. The reaction was quenched by adding ice water. The resulting solution was extracted with ethyl acetate three times. The organic phase was dried over Na2SO4. Removal of the solvent under reduced pressure afforded crude product. Purification of the crude product by using silica gel column gave 10 (4.9 g, 59%). 1HNMR(CDCl3): 7.70 (d, J=2.1 Hz, 1H), 7.37 (dd, J=2.2 Hz, 8.5 Hz, 1H), 7.08 (d, J=8.5 Hz, 1H), 3.95 (s, 3H), 3.74 (s, 2H), 2.21 (s, 3H).

来源