反应 #2267082

ord-0033ab1111e34e1c9d3eb25bd809485c

反应方程式

COc1cc2c(cc1NC(C)=O)CC(C)OC2c1ccc([N+](=O)[O-])cc1
compound 14
COc1cc2c(cc1NC(C)=O)CC(C)OC2c1ccc([N+](=O)[O-])cc1
6-Acetylamino-3-methyl-1-(4-nitrophenyl)-7-methoxyisochroman
CC(C)=O
acetone
COc1cc(C(=O)c2ccc([N+](=O)[O-])cc2)c(CC(C)=O)cc1NC(C)=O
desired product
收率 82.0%
COc1cc(C(=O)c2ccc([N+](=O)[O-])cc2)c(CC(C)=O)cc1NC(C)=O
3-Acetylamino-4-methoxy-6-(4-nitrobenzoyl)-phenylacetone
收率 82.0%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    萃取The solution was extracted with ethyl acetate three times
  2. 2
    洗涤The combined organic phase was washed with brine
  3. 3
    干燥by drying over Na2SO4
  4. 4
    其他Removal of the solvent

实验过程

To a solution of compound 14 (0.375 g, 1.05 mmol) in 30 ml of acetone was added 3 ml of CrO3 in 35% H2SO4 at 0° C. The resulted solution was stirred another 2 h at same temperature. Ice water was added. The solution was extracted with ethyl acetate three times. The combined organic phase was washed with brine, followed by drying over Na2SO4. Removal of the solvent afforded the desired product in the yield of 82%. 1HNMR(CDCl3): 8.5-7.8 (m, 6H), 6.8 (s, 1H), 4.08 (s, 2H), 3.8 (s, 3H), 2.24 (s, 3H), 2.21 (s, 3H).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US06887867B2uspto-grants-2005_05