반응 #2267069

ord-707090167f8a43f1941721a79a3024ae

반응 방정식

COc1ccc2c(c1)CC(C)OC2c1ccc([N+](=O)[O-])cc1
3
COc1ccc2c(c1)CC(C)OC2c1ccc([N+](=O)[O-])cc1
3-Methyl-1-(4-nitrophenyl)-6-methoxyisochroman
[Na+].[OH-]
sodium hydroxide
Cl
HCl
COc1ccc2c(c1)CC(C)OC2(O)c1ccc([N+](=O)[O-])cc1
crude product
COc1ccc2c(c1)CC(C)OC2(O)c1ccc([N+](=O)[O-])cc1
1-Hydroxy-3-methyl-1-(4-nitrophenyl)-6-methoxyisochroman

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    추출extracted with ethyl acetate three times
  2. 2
    세척The combined organic phase was washed with water in order
  3. 3
    기타to remove DMF
  4. 4
    건조dried over Na2SO4
  5. 5
    기타Removal of the solvent

실험 절차

A solution of 3 (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 phase was washed with water in order to remove DMF, dried over Na2SO4. Removal of the solvent afforded syrup crude product (1.6 g), which was used directly for the next step.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US06887867B2uspto-grants-2005_05