تفاعل #4245

ord-a11e6358c0444cb68a62cdc6256a2d8a

معادلة التفاعل

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
المردود 86.9%
c1ccc(-c2cc(CC3CO3)cc(-c3ccccc3)c2OCC2CO2)cc1
4-(2,3-Epoxypropyl)- 2,6-diphenylphenyl glycidyl ether
المردود 86.9%

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىequipped with stirrer
  2. 2
    workup.ADDITIONWhen the dropwise addition
  3. 3
    أخرىthe resultant aqueous phase is separated
  4. 4
    غسيلthe organic phase is washed with two 150 ml portions of NaHCO3 (5%)
  5. 5
    غسيلwashed with 150 ml of water
  6. 6
    تجفيفThe organic phase is dried over Na2SO4
  7. 7
    ترشيحfiltered
  8. 8
    تركيزThe filtrate is concentrated

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04724031uspto-grants-1988_02