p-Toluenesulfonic acid → 2-Ethylideneadamantane

HRID 2122064

Reaktionsgleichung

Reaktionsgleichung von HRID 2122064
[CH2:1]([C:3]1(O)[CH:10]2[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:12][CH:4]1[CH2:5]3)[CH2:9]2)[CH3:2].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH:1](=[C:3]1[CH:4]2[CH2:12][CH:8]3[CH2:7][CH:6]([CH2:11][CH:10]1[CH2:9]3)[CH2:5]2)[CH3:2]

Komponenten

4

Edukt 2

HCID 6101p-Toluenesulfonic acidHCID 44019512-Ethyl-2-adamantanol

Produkt 1

HCID 27952212-Ethylideneadamantane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

70 g of 2-ethyl-2-adamantanol was dissolved in toluene, 1 g of p-toluenesulfonic acid was added, and water was removed by distillation by use of a Dean and Stark dehydrator under heating so as to obtain 2-ethylideneadamantane. To 50 g of the obtained 2-ethylideneadamantane, 500 g of methacrylic acid and 0.1 ml of concentrated sulphuric acid were added, and the resulting mixture was heated at 80° C. for 5 hours. After hexane was added to the obtained reaction mixture, the mixture was washed with water, a 5% sodium hydroxide solution, and water in turn, and it was confirmed that the pH of an aqueous phase became 8. After the washed organic phase was concentrated, unreacted 2-ethylideneadamantane was partially removed by sublimation so as to obtain crude 2-ethyl-2-adamantyl methacrylate containing 80% by weight of 2-ethyl-2-adamantyl methacrylate.

Aufarbeitung

  1. customwater was removed by distillation by use of a Dean and Stark dehydrator
  2. temperatureunder heating so as

Quellen und Nachweise

ORD-Eintrag
ord-7af8187f7fda4aad978fb99969e6e822
Quelldatensatz
uspto-grants-2004_02
Patentnummer
US06696595B2

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