Phenol → 1-Phenoxyanthracene-9,10-dione

HRID 1277715

Reaktionsgleichung

Reaktionsgleichung von HRID 1277715
N[C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:17])[C:6]=2[C:5](O)=[CH:4][C:3]=1OC1C=CC=CC=1.NC1[C:40]2[C:39](=[O:41])[C:38]3[C:33](=CC=CC=3)[C:32](=O)[C:31]=2C(O)=CC=1Br.C1(O)C=CC=CC=1>[OH-].[K+]>[O:41]([C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:17])[C:6]=2[CH:5]=[CH:4][CH:3]=1)[C:39]1[CH:40]=[CH:31][CH:32]=[CH:33][CH:38]=1

Komponenten

5

Edukt 3

HCID 996PhenolHCID 83201-Amino-2-bromo-4-hydroxyanthraquinoneHCID 28531Disperse Red 60

Produkt 1

HCID 35503121-Phenoxyanthracene-9,10-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14797Potassium HydroxideLösungsmittel

Versuchsvorschrift

Ya. B. Shteinberg and S. S. Tkachenko, Zh. Prikl. Khim. 49 (1976) 4, 904-905, describe a process for the preparation of 1-amino-2-phenoxy-4-hydroxyanthraquinone in an aqueous medium. In this process, 1-amino-2-bromo-4-hydroxyanthraquinone is reacted with phenol in aqueous potassium hydroxide solution in the presence of dispersants at 150° C. The authors claim yields of 87-90%. On repeating this process with various dispersants, we were unable to obtain a phenoxyanthraquinone derivative which could be used as a dye. In every case, the content of 1-amino-2-phenoxy-4-hydroxyanthraquinone in the products was less than 80%.

Aufarbeitung

  1. customThe authors claim yields of 87-90%

Quellen und Nachweise

ORD-Eintrag
ord-b99688e19ca1420fb40923031c03e2da
Quelldatensatz
uspto-grants-1981_07
Patentnummer
US04278606

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