反応 #2267082

ord-0033ab1111e34e1c9d3eb25bd809485c

反応方程式

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
収率 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
収率 82.0%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    抽出The solution was extracted with ethyl acetate three times
  2. 2
    洗浄The combined organic phase was washed with brine
  3. 3
    乾燥by drying over Na2SO4
  4. 4
    その他Removal of the solvent

実験手順

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).

出典

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