Reacción #157762

ord-a19d8c44d44b4ffb8dec7cb54f0906e5

Condiciones de reacción

Temperatura
80°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Extracciónfollowed by extraction with ethyl acetate
  2. 2
    LavadoThe organic layer was sequentially washed with water and brine
  3. 3
    Secadodried over sodium sulfate
  4. 4
    Filtraciónfiltered
  5. 5
    Otroafter which the solvent was evaporated under reduced pressure
  6. 6
    OtroThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1→7:3)

Procedimiento

Potassium t-butoxide (4 g) and cyclopropyl bromide (7.6 mL) were added to a solution of 3-bromothiophenol (6 g) in dimethyl sulfoxide (30 mL), and the mixture was stirred at 80° C. for five hours. The reaction solution was poured into water, followed by extraction with ethyl acetate. The organic layer was sequentially washed with water and brine, dried over sodium sulfate and filtered, after which the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1→7:3) to give the title compound as a light yellow oil (1.6 g, 23%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08822503B2uspto-grants-2014_09