反应 #543583

ord-b56ba56d039c4bd1b9fab96310f1e22a

反应方程式

O=C(CCCl)Nc1ccccc1O
3-chloro-N-(2-hydroxyphenyl)propanamide
[Al+3].[Cl-].[Cl-].[Cl-]
aluminium chloride
O=C1CCc2cccc(O)c2N1
subtitled compound
收率 46.6%
O=C1CCc2cccc(O)c2N1
8-Hydroxy-3,4-dihydro-2(1H)-quinolinone
收率 46.6%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度was heated
  2. 2
    其他the reaction mixture was quenched with water (3 ml)
  3. 3
    萃取extracted with ethyl acetate (3×5 ml)
  4. 4
    其他Evaporation of the solvent and flash chromatography of the residue on silica gel with ethyl acetate/heptane (1:1)

实验过程

A mixture of 3-chloro-N-(2-hydroxyphenyl)propanamide (0.25 g, 1.25 mmol) and aluminium chloride (AlCl3) (0.5 g) was heated with stirring at 130–135° C. for 5 h. After cooling to room temperature, the reaction mixture was quenched with water (3 ml), and extracted with ethyl acetate (3×5 ml). Evaporation of the solvent and flash chromatography of the residue on silica gel with ethyl acetate/heptane (1:1) afforded colourless crystals of the subtitled compound (95 mg, 46.5%).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07186718B2uspto-grants-2007_03