Ethanol → 4-(4-Pentenoxy)-4'-nitrobiphenyl

HRID 1607781

Reaktionsgleichung

Reaktionsgleichung von HRID 1607781
C(O)C.[OH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][CH:12]=2)=[CH:7][CH:6]=1.[OH-].[K+].Br[CH2:23][CH2:24][CH2:25][CH:26]=[CH2:27]>O>[CH2:27]([O:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][CH:12]=2)=[CH:9][CH:10]=1)[CH2:26][CH2:25][CH:24]=[CH2:23]

Komponenten

6

Edukt 4

HCID 702EthanolHCID 14797Potassium HydroxideHCID 707041-Pentene, 5-bromo-HCID 1380784-Hydroxy-4'-nitrobiphenyl

Produkt 1

HCID 199012844-(4-Pentenoxy)-4'-nitrobiphenyl

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To 400 ml ethanol is added 21.5 g of 4-hydroxy-4'-nitrobiphenyl, and the mixture is 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 temperarure 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.

Aufarbeitung

  1. temperaturethe mixture is heated to reflux
  2. temperatureat reflux temperatures
  3. additionis added
  4. temperaturethe reaction medium is heated
  5. temperatureat reflux temperarure for about 15 hours
  6. customEthanol is removed under vacuum from the cooled mixture
  7. washwashed with water, and air
  8. customdried
  9. customThe product then is recrystallized from 90/10 hexane/toluene, mp 74°-76° C.

Quellen und Nachweise

ORD-Eintrag
ord-933c51a8c2914f0085618e6639740dde
Quelldatensatz
uspto-grants-1989_09
Patentnummer
US04867538

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