反应 #1435751

ord-3cd0f38a4cc4498095a75fb8e2f3d5a2

反应方程式

COc1cccc(C(=O)CBr)c1
2-bromo-1-(3-methoxy-phenyl)-ethanone
BrB(Br)Br
boron tribromide
O=C(CBr)c1cccc(O)c1
2-Bromo-1-(3-hydroxy-phenyl)-ethanone

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他The reaction was quenched with ice water
  2. 2
    其他the organic layer was separated
  3. 3
    萃取The aqueous layer was extracted with EtOAc
  4. 4
    干燥dried with sodium sulfate
  5. 5
    其他Removal of solvent
  6. 6
    其他gave a greenish solid which
  7. 7
    其他was purified by chromatography (EtOAc/Hexane, 25%)
  8. 8
    其他gave an off-white solid

实验过程

To a stirred solution of 2-bromo-1-(3-methoxy-phenyl)-ethanone (Aldrich, 3.44 g, 15 mmol) in methylene chloride (20 mL) at −10° C., boron tribromide (Aldrich, 16.5 mmol, 1M solution in CH2Cl2, 16.5 mL) was added slowly and the mixture was stirred for 1.5 hours. The reaction was quenched with ice water and the organic layer was separated. The aqueous layer was extracted with EtOAc and the extracts were combined and dried with sodium sulfate. Removal of solvent gave a greenish solid which was purified by chromatography (EtOAc/Hexane, 25%) gave an off-white solid. 770 mg, 24%. The compound was used directly for the next step.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07211576B2uspto-grants-2007_05