Reaktion #4245

ord-a11e6358c0444cb68a62cdc6256a2d8a

Reaktionsgleichung

C=CCc1cc(-c2ccccc2)c(OCC2CO2)c(-c2ccccc2)c1
4-allyl-2,6-diphenylphenyl glycidyl ether
CC(=O)OO
peracetic acid
c1ccc(-c2cc(CC3CO3)cc(-c3ccccc3)c2OCC2CO2)cc1
yellow resin
Ausbeute 86.9%
c1ccc(-c2cc(CC3CO3)cc(-c3ccccc3)c2OCC2CO2)cc1
4-(2,3-Epoxypropyl)- 2,6-diphenylphenyl glycidyl ether
Ausbeute 86.9%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeequipped with stirrer
  2. 2
    workup.ADDITIONWhen the dropwise addition
  3. 3
    Sonstigethe resultant aqueous phase is separated
  4. 4
    Waschenthe organic phase is washed with two 150 ml portions of NaHCO3 (5%)
  5. 5
    Waschenwashed with 150 ml of water
  6. 6
    TrocknenThe organic phase is dried over Na2SO4
  7. 7
    Filtrationfiltered
  8. 8
    EinengenThe filtrate is concentrated

Vorschrift

A 100 ml sulfurating flask equipped with stirrer, cooler, thermometer and drip funnel is charged with 13.7 g (0.04 mole) of 4-allyl-2,6-diphenylphenyl glycidyl ether in 20 ml of toluene and 0.7 g of sodium acetate. Over 2 hours, 9.13 g (0.048 mole) of 40% peracetic acid are added at a temperature in the range from 30° to 50° C. When the dropwise addition is complete, the reaction mixture is stirred for a further 7 hours. When the reaction is complete, the reaction mixture is diluted with 700 ml of toluene, the resultant aqueous phase is separated and the organic phase is washed with two 150 ml portions of NaHCO3 (5%) and then washed with 150 ml of water. The organic phase is dried over Na2SO4 and made peroxide-free with Na2SO3 and filtered. The filtrate is concentrated, affording 12.46 g (86.5%) of a yellow resin with an epoxide content of 4.99 eq/kg (89.5%) and a viscosity of 6850 mPas/40° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04724031uspto-grants-1988_02