Reacción #834829

ord-bac3529512924a2985adbba78e74fd05

Condiciones de reacción

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

Tratamiento posterior

  1. 1
    Temperaturacooled to 30° C.
  2. 2
    OtroAfter removal of solid
  3. 3
    Filtraciónthrough filtration, water (75 g) and dichloromethane (44 g)
  4. 4
    workup.ADDITIONwere added to the filtrate, whereby the target substance
  5. 5
    Extracciónwas extracted to the dichloromethane layer
  6. 6
    LavadoThe organic layer was repeatedly washed with distilled water until the pH of the separated aqueous layer
  7. 7
    OtroThe solvent was removed by means of a rotary evaporator

Procedimiento

4-Hydroxyphenyldi(4-t-butylphenyl)sulfonium 2,4,6-triisopropylbenzenesulfonate salt (5.00 g), potassium carbonate (1.28 g), and N,N,N′,N′-tetramethylethylenediamine (0.10 g) were dissolved in dimethyl sulfoxide (15 g). Chloroethyl vinyl ether (0.83 g) was added to the solution, followed by heating to 80° C. The reaction mixture was stirred for 15 hours and cooled to 30° C. or lower. After removal of solid through filtration, water (75 g) and dichloromethane (44 g) were added to the filtrate, whereby the target substance was extracted to the dichloromethane layer. The organic layer was repeatedly washed with distilled water until the pH of the separated aqueous layer was shifted to 7. The solvent was removed by means of a rotary evaporator, to thereby yield 4.64 g of a brown oily substance. Through 1H-NMR and ion chromatography, the substance was identified to be 4-vinyloxyethoxyphenyldi(4-t-butylphenyl)sulfonium 2,4,6-triisopropylbenzenesulfonate salt.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07396960B2uspto-grants-2008_07