Reaction #2254170

ord-2105b31fe3814926b63ea94b93e0d9f5

Reaction equation

CCOC(=O)c1cc(=O)c2ccc(O)cc2o1
2-Ethoxycarbonyl-7-hydroxychromone
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
Cl
HCl
→
O=C(O)c1cc(=O)c2ccc(O)cc2o1
7-hydroxy-4-oxo-4H-chromone-2-carboxylic acid

Reactants

CCOC(=O)c1cc(=O)c2ccc(O)cc2o1
2-Ethoxycarbonyl-7-hydroxychromone
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
Cl
HCl

Reagents

None

Solvents

CCO
ethanol
O
H2O

Conditions

Temperature
80°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    workup.ADDITIONis added dropwise
  2. 2
    TemperatureAfter cooling
  3. 3
    FiltrationThe precipitated white solid is filtered off with suction
  4. 4
    Washwashed until neutral and
  5. 5
    Otherdried

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09044409B2uspto-grants-2015_06