Hydrochloric Acid → 7-Hydroxy-4-oxo-4H-chromen-2-carboxylic acid

HRID 2166988Notes

Reaction equation

HRID 2166988 reaction equation
C([O:3][C:4]([C:6]1[O:7][C:8]2[C:13]([C:14](=[O:16])[CH:15]=1)=[CH:12][CH:11]=[C:10]([OH:17])[CH:9]=2)=[O:5])C.C(=O)([O-])[O-].[Na+].[Na+].Cl>C(O)C.O>[CH:11]1[C:10]([OH:17])=[CH:9][C:8]2[O:7][C:6]([C:4]([OH:5])=[O:3])=[CH:15][C:14](=[O:16])[C:13]=2[CH:12]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 5376802ethyl 7-hydroxy-4-oxo-4H-chromen-2-carboxylate

Product 1

HCID 54794637-Hydroxy-4-oxo-4H-chromen-2-carboxylic acid

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

2-Ethoxycarbonyl-7-hydroxychromone (14.5 g, 62 mmol) is initially introduced dissolved in ethanol (400 ml) at 50° C., and sodium carbonate (20 g, 190 mmol) dissolved in deionised H2O (200 ml) is added dropwise. The mixture is refluxed at 80° C. for 3 hours with stirring. After cooling, the mixture is acidified using 2N HCl. The precipitated white solid is filtered off with suction, washed until neutral and dried.

Workup

  1. additionis added dropwise
  2. temperatureAfter cooling
  3. filtrationThe precipitated white solid is filtered off with suction
  4. washwashed until neutral and
  5. customdried

Sources & evidence

ORD record
ord-2105b31fe3814926b63ea94b93e0d9f5
Source dataset
uspto-grants-2015_06
Patent number
US09044409B2

Reaction notes

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