Reaktion #42784

ord-e958c84830ae426ab502612169257fb6

Reaktionsgleichung

CC(C)C(=O)Cl
isobutyryl chloride
O=C(Cc1ccc(Cl)cc1)c1ccc(F)cc1O
2-(4-chlorophenyl)-1-(4-fluoro-2-hydroxy-phenyl)-ethanone
CCN(CC)CC
triethylamine
CC(C)C(=O)Oc1cc(F)ccc1C(=O)Cc1ccc(Cl)cc1
title compound
CC(C)C(=O)Oc1cc(F)ccc1C(=O)Cc1ccc(Cl)cc1
Isobutyric acid 2-[2-(4-chlorophenyl)-acetyl]-5-fluoro-phenyl ester

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    WaschenThe organic phase is washed with 0.5 M HCl, water and brine
  2. 2
    Trocknendried (MgSO4)
  3. 3
    SonstigeThe solvent is removed in vacuo
  4. 4
    Sonstigethe product is purified by flash chromatography on silica gel

Vorschrift

To a solution of 2-(4-chlorophenyl)-1-(4-fluoro-2-hydroxy-phenyl)-ethanone (16.0 g, 60.6 mmol) in CH2Cl2 (300 ml) is added triethylamine (7.4 g, 72.7 mmol). A solution of isobutyryl chloride (7.1 g, 66.6 mmol) in CH2Cl2 (100 ml) is added slowly over 30 min. The reaction mixture is stirred at room temperature for 2 h. The organic phase is washed with 0.5 M HCl, water and brine and dried (MgSO4). The solvent is removed in vacuo, and the product is purified by flash chromatography on silica gel using iso-hexane:ethyl acetate (20:1 to 10:1) as the eluent to give the title compound.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07732435B2uspto-grants-2010_06