تفاعل #62967

ord-58fe152fc2844904a472c431c60d2ea8

معادلة التفاعل

C=CCCCBr
5-bromo-1-pentene
[K+].[OH-]
KOH
CCO
ethanol
O=[N+]([O-])c1ccc(-c2ccc(O)cc2)cc1
4-hydroxy-4'-nitrobiphenyl
C=CCCCOc1ccc(-c2ccc([N+](=O)[O-])cc2)cc1
4-(4-Penteneoxy)-4'-nitrobiphenyl

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةthe mixture heated to reflux
  2. 2
    درجة الحرارةat reflux temperatures
  3. 3
    workup.ADDITIONis added
  4. 4
    درجة الحرارةthe reaction medium is heated
  5. 5
    درجة الحرارةat reflux temperature for about 15 hours
  6. 6
    أخرىEthanol is removed under vacuum from the cooled mixture
  7. 7
    ترشيحfiltered
  8. 8
    غسيلwashed with water, and air
  9. 9
    أخرىdried
  10. 10
    أخرىThe product then is recrystallized from 90/10 hexane/toluene, mp 74°-76° C.

الإجراء التجريبي

To 400 ml ethanol is added 21.5 g of 4-hydroxy-4'-nitrobiphenyl, and the mixture heated to reflux. A solution of 7.1 g KOH in 30 ml of water is added dropwise at reflux temperatures. After complete addition, 18 g of 5-bromo-1-pentene is added and the reaction medium is heated at reflux temperature for about 15 hours. Ethanol is removed under vacuum from the cooled mixture, and the solid residue is slurried with water in a blender, filtered, washed with water, and air dried. The product then is recrystallized from 90/10 hexane/toluene, mp 74°-76° C.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04762912uspto-grants-1988_08