Resorcinol → 4,6-Bis(adamantyl)resorcinol

HRID 251711

Reaktionsgleichung

Reaktionsgleichung von HRID 251711
Br[C:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([CH2:5]3)[CH2:3]1)[CH2:9]2.[OH:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([OH:19])[CH:14]=1>C1(C)C=CC=CC=1>[C:2]12([C:16]3[CH:17]=[C:18]([C:2]45[CH2:11][CH:6]6[CH2:7][CH:8]([CH2:10][CH:4]([CH2:5]6)[CH2:3]4)[CH2:9]5)[C:13]([OH:12])=[CH:14][C:15]=3[OH:19])[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([CH2:5]3)[CH2:3]1)[CH2:9]2

Komponenten

4

Edukt 2

HCID 5054ResorcinolHCID 791061-Bromoadamantane

Produkt 1

HCID 235558344,6-Bis(adamantyl)resorcinolAusbeute 69,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
130 °C

Versuchsvorschrift

In a 300 mL recovery flask, 75.0 g of 1-bromoadamantane (349 mmol), 9.58 g of 1,3-dihydroxybenzene (87.0 mmol), 25 mL of toluene and a stirrer were charged and agitated at 130° C. for 24 hours under nitrogen flow. Solvent was removed therefrom under reduced pressure to obtain solid. The solid was purified by column chromatography, thus obtaining 23.0 g of 4,6-di(1-adamantyl)-1,3-dihydroxybenzene (60.8 mmol; yield: 69.9%).

Aufarbeitung

  1. customSolvent was removed
  2. customunder reduced pressure to obtain solid
  3. customThe solid was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-5bab8949d64846f3b9204a88c0a5e37d
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07863347B2

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