反应 #2267076

ord-bcaf7ce804d44b1197cc1f58fe517e70

反应方程式

COc1cc2c(cc1NC(C)=O)CC(C)OC2c1ccc([N+](=O)[O-])cc1
14
COc1cc2c(cc1NC(C)=O)CC(C)OC2c1ccc([N+](=O)[O-])cc1
6-Acetylamino-3-methyl-1-(4-nitrophenyl)-7-methoxyisochroman
COc1cc2c(cc1N)CC(C)OC2c1ccc([N+](=O)[O-])cc1
desired product 15
收率 100.0%
COc1cc2c(cc1N)CC(C)OC2c1ccc([N+](=O)[O-])cc1
6-Amino-3-methyl-1-(4-nitrophenyl)-7-methoxyisochroman
收率 100.0%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度After refluxing for 15 hours
  2. 2
    其他the methanol was removed under reduced pressure
  3. 3
    萃取followed by extraction with ethyl acetate three times
  4. 4
    干燥The combined organic phase was dried over Na2SO4
  5. 5
    其他Removal of the solvent

实验过程

Solution of 14 (0.114 g, 0.32 mmol) in 5 ml of 4N H2SO4 and 5 ml of methanol was heated to reflux. After refluxing for 15 hours, the methanol was removed under reduced pressure. The remaining aqueous solution was neutralized with NaHCO3 to pH 9, followed by extraction with ethyl acetate three times. The combined organic phase was dried over Na2SO4. Removal of the solvent afforded the desired product 15 (100 mg, 100%) which was used directly for next step.

来源

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