反应 #2267078

ord-8752d79b2a844066842846cd7cee0271

反应方程式

COc1ccc2c(c1)C(c1ccc([N+](=O)[O-])cc1)OC(C)C2
16
COc1ccc2c(c1)C(c1ccc([N+](=O)[O-])cc1)OC(C)C2
3-Methyl-1-(4-nitrophenyl)-7-methoxyisochroman
[Na+].[OH-]
sodium hydroxide
Cl
HCl
COc1ccc2c(c1)C(O)(c1ccc([N+](=O)[O-])cc1)OC(C)C2
17
COc1ccc2c(c1)C(O)(c1ccc([N+](=O)[O-])cc1)OC(C)C2
1-Hydroxy-3-methyl-1-(4-nitrophenyl)-7-methoxyisochroman

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    萃取extracted with ethyl acetate three times
  2. 2
    洗涤The combined organic phases were washed with water
  3. 3
    干燥dried over Na2SO4
  4. 4
    其他Removal of the solvent

实验过程

A solution of 16 (1.3 g) in 4 ml of DMSO and 24 ml of DMF was cooled to 8-12° C. and air was passed through the mixture. To the solution was added 1.2 ml of 50% aqueous sodium hydroxide in one portion and the resulting mixture was stirred for 5 hours. HCl (1 N) was added, and extracted with ethyl acetate three times. The combined organic phases were washed with water, dried over Na2SO4. Removal of the solvent afforded 17 as a syrup (1.6 g), which was used directly for the next step.

来源

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