تفاعل #2069930

ord-183c3f584f464b6e83bcfeb80409b4b2

معادلة التفاعل

O=C(OO)c1cccc(Cl)c1
m-chloroperbenzoic acid
C=CCOc1ccc(-c2ccc(C#N)cc2)cc1
4-allyloxy-4′-cyanobiphenyl
N#Cc1ccc(-c2ccc(CC3CO3)cc2)cc1
4-cyano-4′-glycidylbiphenyl
المردود 68.4%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONwas added in a few times to a solution
  2. 2
    أخرىprepared
  3. 3
    ترشيحThe deposited insoluble was filtered away
  4. 4
    workup.ADDITIONwater was added to it for liquid-liquid separation
  5. 5
    غسيلthe organic layer was washed with an aqueous saturated sodium hydrosulfite solution
  6. 6
    تجفيفdried with anhydrous magnesium sulfate
  7. 7
    أخرىThe solvent was evaporated away
  8. 8
    أخرىthe residue was purified through silica gel column chromatography
  9. 9
    أخرىfurther recrystallized from ethanol

الإجراء التجريبي

20 g of m-chloroperbenzoic acid divided into portions was added in a few times to a solution prepared by dissolving 19 g of 4-allyloxy-4′-cyanobiphenyl in 150 ml of methylene chloride, and stirred at room temperature for 24 hours. The deposited insoluble was filtered away, water was added to it for liquid-liquid separation, and the organic layer was washed with an aqueous saturated sodium hydrosulfite solution and then dried with anhydrous magnesium sulfate. The solvent was evaporated away, and the residue was purified through silica gel column chromatography and further recrystallized from ethanol to obtain 13 g of 4-cyano-4′-glycidylbiphenyl.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07541071B2uspto-grants-2009_06