Hydrochloric Acid → 2,5-Dihydroxyterephthalic acid

HRID 846280

Reaktionsgleichung

Reaktionsgleichung von HRID 846280
C([O:3][C:4](=[O:18])[C:5]1[CH:15]=[C:14]([OH:16])[C:8]([C:9]([O:11]CC)=[O:10])=[CH:7][C:6]=1[OH:17])C.Cl>[OH-].[Na+]>[OH:16][C:14]1[CH:15]=[C:5]([C:4]([OH:18])=[O:3])[C:6]([OH:17])=[CH:7][C:8]=1[C:9]([OH:11])=[O:10]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 79980Diethyl 2,5-dihydroxyterephthalate

Produkt 1

HCID 691312,5-Dihydroxyterephthalic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

Diethyl-1,4-cyclohexanedione-2,5-dicarboxylate is reacted with bromine in cold sulfuric acid (0°-10° C.) to provide the aromatized product, diethyl-2,5-dihydroxyterephthalate. Hydrolysis of the diethyl-2,5-dihydroxyterephthalate by refluxing in aqueous sodium hydroxide followed by acidification with HCl provides 2,5-dihydroxyterephthalic acid. The diacid may be converted to the diacid halide by reaction with thionyl halide in diethyl ether.

Quellen und Nachweise

ORD-Eintrag
ord-28373bcbee124c918bf8b5a822a3c24d
Quelldatensatz
uspto-grants-1992_08
Patentnummer
US05136012

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