反应 #6686

ord-ed18f3b23e5b4b238c3b0edae8dd78e6

反应方程式

[H-].[Na+]
Sodium hydride
OCCCCOc1cccc(F)c1F
4-(2,3-difluorophenoxy)-butan-1-ol
OCCCCOc1cccc(F)c1F
4-(2,3-Difluorophenoxy)-butan-1-ol
CCCCCBr
1-bromopentane
CCCCCOCCCCOc1cccc(F)c1F
1,2-difluoro-3-(4-pentyloxybutoxy)-benzene
CCCCCOCCCCOc1cccc(F)c1F
1,2-Difluoro-3-(4-pentyloxybutoxy)benzene

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他quenched with water
  2. 2
    萃取extracted with ethyl acetate:hexane (1:1)
  3. 3
    洗涤washed with brine
  4. 4
    干燥dried over MgSO4
  5. 5
    浓缩concentrated in vacuo
  6. 6
    其他Purification by chromatography
  7. 7
    其他on silica gel (5% EtOAc/hexanes) and recrystallization from acetonitrile

实验过程

Sodium hydride (1 equi.) was added to the solution of 4-(2,3-difluorophenoxy)-butan-1-ol (22), (1 equi.) and 1-bromopentane (1 equi.) in DMF (1 mL/mmole) and the reaction mixture was stirred at room temperature for 12 h,. quenched with water, extracted with ethyl acetate:hexane (1:1), washed with brine, dried over MgSO4, and concentrated in vacuo. Purification by chromatography on silica gel (5% EtOAc/hexanes) and recrystallization from acetonitrile gave 1,2-difluoro-3-(4-pentyloxybutoxy)-benzene (24), as a white solid (84%).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07083832B2uspto-grants-2006_08