Reacción #155740

ord-70cfdcee53bf4b3191c40dab3dfbd6eb

Ecuación de reacción

COC(=O)c1ccc(F)cc1
4-fluoro-benzoic acid methyl ester
CC(C)(C)[O-].[K+]
KOtBu
CC(=O)c1ccc(F)cc1
4-fluoracetophenone
O
water
O=C(CC(=O)c1ccc(F)cc1)c1ccc(F)cc1
desired compound
O=C(CC(=O)c1ccc(F)cc1)c1ccc(F)cc1
1,3-Bis-(4-fluoro-phenyl)-1,3-propanedione

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Filtraciónfiltered
  2. 2
    Concentraciónthe filtrate was concentrated
  3. 3
    Otrothe residue was purified by chromatography on silica gel (cyclohexane/EE: 98:2)
  4. 4
    OtroThe solvent was removed

Procedimiento

9.27 g KOtBu was added to 109 mg 18-Krone-6 and 5 mL 4-fluoracetophenone in 150 mL THF. After 30 min at RT 10.7 g 4-fluoro-benzoic acid methyl ester was added and stirred for 3 h at RT. The reaction was decomposed with water and filtered, the filtrate was concentrated and the residue was purified by chromatography on silica gel (cyclohexane/EE: 98:2). The solvent was removed and 3.9 g of the desired compound was obtained.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08822464B2uspto-grants-2014_09