Ketene dimethyl acetal → Ethyl (3,3-dimethoxycyclobutylidene)acetate

HRID 1476125Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1476125
[CH3:1][O:2][C:3]([O:5][CH3:6])=[CH2:4].[C:7]([O:12][CH2:13][CH3:14])(=[O:11])[CH:8]=[C:9]=[CH2:10]>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1([O:5][CH3:6])[CH2:10][C:9](=[CH:8][C:7]([O:12][CH2:13][CH3:14])=[O:11])[CH2:4]1

Komponenten

4

Edukt 2

HCID 136706Ketene dimethyl acetalHCID 4066088Ethyl 2,3-butadienoate

Produkt 1

HCID 58288413Ethyl (3,3-dimethoxycyclobutylidene)acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A solution of 3.93 g (44.59 mmol) of 1,1-dimethoxyethene and 5 g (44.59 mmol) of ethyl buta-2,3-dienoate in 50 ml of toluene was heated at reflux and stirred for 24 h. After cooling to room temperature, the reaction mixture was freed from the solvent, and the crude product obtained was purified chromatographically on silica gel (mobile phase cyclohexane/ethyl acetate 20:1). This gave 1.9 g (21% of theory) of the title compound as a colourless liquid which was used without further characterization for subsequent reactions.

Aufarbeitung

  1. temperatureat reflux

Quellen und Nachweise

ORD-Eintrag
ord-f7cb47885d63462faa1e80b80783e245
Quelldatensatz
uspto-grants-2015_04
Patentnummer
US09018414B2

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