Reacción #4243

ord-2a2a0d78cbcc499984b40bbe74b117a2

Ecuación de reacción

C=CCc1cc(C)c(OCC2CO2)c(C)c1
4-allyl-2,6-dimethylphenyl glycidyl ether
O=CO
formic acid
OO
hydrogen peroxide
Cc1cc(CC2CO2)cc(C)c1OCC1CO1
4-(2,3-epoxypropyl)-2,6-dimethylphenyl glycidyl ether
Rendimiento 85.5%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroequipped with thermometer, stirrer, cooler and drip funnel
  2. 2
    Otrois held at this temperature overnight
  3. 3
    Lavadothe resultant solution is washed twice with 3% NaOH solution until neutral,
  4. 4
    Secadodried over sodium sulfate
  5. 5
    Filtraciónfiltered
  6. 6
    ConcentraciónThe filtrate is concentrated

Procedimiento

A 350 ml sulfurating flask equipped with thermometer, stirrer, cooler and drip funnel is charged with 21.8 g (0.10 mole) of 4-allyl-2,6-dimethylphenyl glycidyl ether, 10.9 g (0.24 mole) of formic acid and 135 ml of chloroform. At room temperature, 23.2 g (0.47 mole) of hydrogen peroxide are then added dropise over 4 hours. The reaction miture is held at this temperature overnight. It is subsequently taken up in chloroform and the resultant solution is washed twice with 3% NaOH solution until neutral, made peroxide-free with sodium sulfite, dried over sodium sulfate and filtered. The filtrate is concentrated, affording 20.03 g (80.50% of theory) of 4-(2,3-epoxypropyl)-2,6-dimethylphenyl glycidyl ether in the form of a low viscous resin; epoxide content 7.7 equivalents/kg (90.11% of theory).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04724031uspto-grants-1988_02