反应 #312574

ord-beed7d87c1d84a6db2065effe62dfba4

反应方程式

COc1ccccc1
Anisole
O=C(Cl)c1ccc(F)cc1
4-fluorobenzoyl chloride
Cl
HCl
[Al+3].[Cl-].[Cl-].[Cl-]
Aluminum chloride
COc1ccc(C(=O)c2ccc(F)cc2)cc1
4-fluoro-4′-methoxy-benzophenone
收率 94.4%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    workup.ADDITIONpoured it
  2. 2
    其他separated
  3. 3
    萃取the aqueous layer was extracted with 2 portions of dichloromethane (300 mL each)
  4. 4
    洗涤washed with saturated aqueous sodium bicarbonate (400 mL)
  5. 5
    干燥The organic layer was dried over anhydrous sodium sulfate
  6. 6
    其他evaporated

实验过程

Anisole (27.5 grams), 4-fluorobenzoyl chloride (35 grams) and dichloromethane (250 mL) were combined in a reaction flask. Aluminum chloride (30.8 grams) was added to the reaction mixture slowly over 20 minutes. Stirred the reaction mixture at room temperature for two hours and then poured it into a mixture of 70 mL concentrated HCl and 500 mL of water. The layers were phase separated and the aqueous layer was extracted with 2 portions of dichloromethane (300 mL each). The organic portions were combined and washed with saturated aqueous sodium bicarbonate (400 mL). The organic layer was dried over anhydrous sodium sulfate and evaporated to yielding 48.0 grams of 4-fluoro-4′-methoxy-benzophenone as a white solid. This material was not purified further but was used directly in the next step.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07556751B2uspto-grants-2009_07