2-(2,5-Dimethoxybenzoyl)benzoic acid → 1,4-Dimethoxyanthraquinone

HRID 2397264

Reaktionsgleichung

Reaktionsgleichung von HRID 2397264
[CH3:1][O:2][C:3]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][C:4]=1[C:5]([C:7]1[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=1[C:9]([OH:11])=O)=[O:6]>S(=O)(=O)(O)O>[CH3:21][O:20][C:17]1[C:16]2[C:9](=[O:11])[C:8]3[C:7](=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:5](=[O:6])[C:4]=2[C:3]([O:2][CH3:1])=[CH:19][CH:18]=1

Komponenten

3

Edukt 1

HCID 3389962-(2,5-Dimethoxybenzoyl)benzoic acid

Produkt 1

HCID 2660541,4-Dimethoxyanthraquinone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Versuchsvorschrift

2-(2' ,5'-Dimethoxybenzoyl)-benzoic acid (I) (3 g, 0.01 mole) is added in portions to stirred concentrated sulfuric acid (20 ml). After addition the mixture is heated on steam bath with constant stirring for 20 minutes, cooled to room temperature and poured onto crushed ice (400 g) and extracted with chloroform (3 × 100 ml). The organic extract is washed with 2% aqueous sodium hydroxide solution (10 × 100 ml) and water (100 ml), then dried over anhydrous sodium sulfate and the solvent stripped off under reduced pressure to yield 1,4-dimethoxyanthraquinone (II), as a brownish yellow solid.

Aufarbeitung

  1. additionAfter addition the mixture
  2. temperatureis heated on steam bath
  3. additionpoured
  4. extractionextracted with chloroform (3 × 100 ml)
  5. extractionThe organic extract
  6. washis washed with 2% aqueous sodium hydroxide solution (10 × 100 ml) and water (100 ml)
  7. dry with materialdried over anhydrous sodium sulfate

Quellen und Nachweise

ORD-Eintrag
ord-6416a724645c48e2a5e02de838028065
Quelldatensatz
uspto-grants-1977_05
Patentnummer
US04021457

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