1,2-Dihydroxycyclohexa-3,5-diene-1,4-dicarboxylic acid → 2-Hydroxyterephthalic acid

HRID 974431

Reaktionsgleichung

Reaktionsgleichung von HRID 974431
O[C:2]1([C:12]([OH:14])=[O:13])[CH:7]=[CH:6][C:5]([C:8]([OH:10])=[O:9])=[CH:4][CH:3]1[OH:11]>S(=O)(=O)(O)O>[OH:11][C:3]1[CH:4]=[C:5]([C:8]([OH:10])=[O:9])[CH:6]=[CH:7][C:2]=1[C:12]([OH:14])=[O:13]

Komponenten

3

Edukt 1

HCID 52452131,2-Dihydroxycyclohexa-3,5-diene-1,4-dicarboxylic acid

Produkt 1

HCID 972572-Hydroxyterephthalic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Versuchsvorschrift

A solution of 100 mg of 1,2-dihydroxycyclohexa-3,5-diene-1,4-dicarboxylic acid in 5 mL of 5% sulfuric acid is heated at 85° C. for 60 minutes. The solid which forms is collected (by filtration or centrifugation). The filtrate shows the absence of the 270 nm absorbance. The solid is dissolved in 1 N sodium hydroxide, filtered, and the filtrate acidified with acetic acid. The solid is collected and dried to yield 2-hydroxybenzene-1,4-dicarboxylic acid. m.p. >300° C. 1NMR (d6 -DMSO) δ 7.42 (lH), 7.45 (lH), 7.88 (lH). UVmax =311, 247 nm (pH 7.0), ε311 =4.1 mM-1 cm-1.

Aufarbeitung

  1. customThe solid which forms is collected
  2. filtration(by filtration or centrifugation)
  3. dissolutionThe solid is dissolved in 1 N sodium hydroxide
  4. filtrationfiltered
  5. customThe solid is collected
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-661051e936554036a764d21659f7371b
Quelldatensatz
uspto-grants-1991_11
Patentnummer
US05068414

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