Chromic Acid → 6,7-Diacetoxychromone-3-carboxylic acid

HRID 67090

Reaction equation

HRID 67090 reaction equation
[C:1]([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1[O:15][C:16](=[O:18])[CH3:17])[O:11][CH:10]=[C:9]([CH:19]=[O:20])[C:8]2=[O:21])(=[O:3])[CH3:2].CC(C)=[O:24].OS(O)(=O)=O.O=[Cr](=O)=O.[Cr](O)(O)(=O)=O>CC(C)=O.S(=O)(=O)(O)O.O>[C:1]([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1[O:15][C:16](=[O:18])[CH3:17])[O:11][CH:10]=[C:9]([C:19]([OH:24])=[O:20])[C:8]2=[O:21])(=[O:3])[CH3:2]

Participants

7

Reactant 3

HCID 24425Chromic AcidHCID 122007726,7-Bis-(acetyloxy)-4-oxo-4H-1-benzopyran-3-carboxaldehydeHCID 131709961Jones' reagent

Product 1

HCID 122007746,7-Diacetoxychromone-3-carboxylic acid

Reagents, catalysts & solvents 3

HCID 180AcetoneSolventHCID 962WaterSolventHCID 1118Sulfuric AcidSolvent

Procedure

6,7-Diacetoxychromone-3-carboxaldehyde (17.8 g) was dissolved in acetone (1 liter). To this solution was added dropwise with stirring Jones reagent (32.8 ml) which had been previously prepared by dissolving chromic acid (133.6 g) in concentrated sulfuric acid (115 ml) diluted with water to a volume of 500 ml.

Workup

  1. customhad been previously prepared

Sources & evidence

ORD record
ord-1797cad0a35a4ba999469932486ad23a
Source dataset
uspto-grants-1982_08
Patent number
US04344944

Linked notes

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