Reacción #645317

ord-95ac991e75c34e8f80fa54d834ab4ec3

Ecuación de reacción

OCCCC(O)c1ccc(F)cc1Br
1-(2-bromo-4-fluoro-phenyl)-butane-1,4-diol
Fc1ccc(C2CCCO2)c(Br)c1
title compound
Rendimiento 77.3%
Fc1ccc(C2CCCO2)c(Br)c1
2-(2-Bromo-4-fluoro-phenyl)-tetrahydro-furan
Rendimiento 77.3%

Condiciones de reacción

Temperatura
110°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroSeal the tube
  2. 2
    LavadoWash the organic phase with aqueous saturated sodium chloride and water
  3. 3
    SecadoDry the mixture over sodium sulfate
  4. 4
    ConcentraciónConcentrate the solution in vacuo
  5. 5
    OtroPurify by column chromatography (20% ethyl acetate in hexane)

Procedimiento

Combine 1-(2-bromo-4-fluoro-phenyl)-butane-1,4-diol (1 g, 3.8 mmol), silver (I)hexafluoroantimonate (131 mg, 0.4 mmol), platinum(II) chloride (40 mg, 0.2 mmol) in 1,2-dichloroethane (10 mL) in a pressure tube. Seal the tube and heat the mixture overnight at 110° C. Dilute the mixture with chloroform-IPA (3:1, 100 mL). Wash the organic phase with aqueous saturated sodium chloride and water. Dry the mixture over sodium sulfate. Concentrate the solution in vacuo. Purify by column chromatography (20% ethyl acetate in hexane) to give the title compound as a pale yellow oil (0.72 g, 77%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08063035B2uspto-grants-2011_11