Phenol → 4,4'-(1,3-Adamantanediyl)diphenol

HRID 1406602Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1406602
Br[C:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][C:4](Br)([CH2:5]3)[CH2:3]1)[CH2:9]2.[C:13]1([OH:19])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>CO>[OH:19][C:13]1[CH:18]=[CH:17][C:16]([C:2]23[CH2:11][CH:6]4[CH2:7][CH:8]([CH2:10][C:4]([C:16]5[CH:17]=[CH:18][C:13]([OH:19])=[CH:14][CH:15]=5)([CH2:5]4)[CH2:3]2)[CH2:9]3)=[CH:15][CH:14]=1

Komponenten

4

Edukt 2

HCID 996PhenolHCID 2657901,3-Dibromoadamantane

Produkt 1

HCID 44543464,4'-(1,3-Adamantanediyl)diphenol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
185 °C

Versuchsvorschrift

1,3-Bis(4-hydroxyphenyl)adamantane (1,3-BPA) was synthesized as an aromatic diol monomer. First, 1,3-dibromoadamantane (1.876 g, 6.38 mmol) and phenol (28.1 mL, 0.32 mol) was added to a 50 mL 3-bulb flask, slowly heated to 185° C. under nitrogen atmosphere and stirred for 5 hours. After dissolving in 10 mL methanol, followed by precipitating in water (200 mL) at 60° C., the precipitate was filtered from the hot solution and then purified with MC and water. Thus obtained 1,3-BPA was recrystallized with MC to obtain pure 1,3-BPA (yield: 75%) of the following structure. Melting temperature was 200° C.

Aufarbeitung

  1. customby precipitating in water (200 mL) at 60° C.
  2. filtrationthe precipitate was filtered from the hot solution
  3. custompurified with MC and water
  4. customThus obtained 1,3-BPA was recrystallized with MC

Quellen und Nachweise

ORD-Eintrag
ord-cfde7d6fe99d4b33a08127b0ac48352e
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08916672B2

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