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

HRID 895004Notes

Reaction equation

HRID 895004 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) were dissolved in 1 litre of acetone. To this solution were added 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-9f1d2d55e2ce43c5b842dfc6c05dea00
Source dataset
uspto-grants-1981_08
Patent number
US04285941

Reaction notes

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