Potassium Hydroxide → 3-Methylflavone-8-carboxylic acid

HRID 979992Notes

Reaction equation

HRID 979992 reaction equation
[CH3:1][C:2]1[C:11](=[O:12])[C:10]2[C:5](=[C:6]([C:13]([O:15]C)=[O:14])[CH:7]=[CH:8][CH:9]=2)[O:4][C:3]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[OH-].[K+]>CO>[CH3:1][C:2]1[C:11](=[O:12])[C:10]2[C:5](=[C:6]([C:13]([OH:15])=[O:14])[CH:7]=[CH:8][CH:9]=2)[O:4][C:3]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 7582698Methyl 3-methylflavone-8-carboxylate

Product 1

HCID 770163-Methylflavone-8-carboxylic acidYield 97.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 29.4 g (0.10 mole) quantity of methyl 3-methylflavone-8-carboxylate was added to 200 ml of a solution of 0.5N--KOH in methanol. The mixture was refluxed with heating for 3 hours and the solvent was removed by distillation. To the residue was added 300 ml of water to dissolve the residue in water and the solution was subjected to filtration. The filtrate was neutralized with dilute hydrochloric acid to give 27.3 g (97.5%) of 3-methylflavone-8-carboxylic acid, M.P. 229° to 231.5° C.

Workup

  1. temperatureThe mixture was refluxed
  2. temperaturewith heating for 3 hours
  3. customthe solvent was removed by distillation
  4. additionTo the residue was added 300 ml of water
  5. dissolutionto dissolve the residue in water
  6. filtrationthe solution was subjected to filtration

Sources & evidence

ORD record
ord-6b3791617d64429aa20603dd4c29522d
Source dataset
uspto-grants-1987_01
Patent number
US04634768

Reaction notes

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