Sodium Hydroxide → Benzoic Acid

HRID 477788Notes

Reaction equation

HRID 477788 reaction equation
F[C:2]1[C:3](COC2C=CC=C(F)C=2)=[C:4]([CH:10]=[CH:11][CH:12]=1)[C:5]([O:7]CC)=[O:6].[OH-].[Na+]>C(O)C>[C:5]([OH:7])(=[O:6])[C:4]1[CH:10]=[CH:11][CH:12]=[CH:2][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 14626274HCID 14626274, compound

Product 1

HCID 243Benzoic Acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 13 g of ethyl 3-fluoro-2-[(3-fluorophenyloxy)methyl]benzoate in 100 ml of ethanol is added 50 ml of 5% aqueous solution of sodium hydroxide and the mixture is refluxed with heating for 1 hour. After the solvent is distilled off under reduced pressure, 300 ml of water is added and then 10% hydrochloric acid is added to make the mixture acidic. The precipitated crystals are collected by filtration and dried to give 11 g of 3-fluoro-2-[3-fluorophenyloxy)methyl]benzoic acid. Mass spectrum m/z: 264(M+).

Workup

  1. temperaturethe mixture is refluxed
  2. temperaturewith heating for 1 hour
  3. distillationAfter the solvent is distilled off under reduced pressure, 300 ml of water
  4. additionis added
  5. addition10% hydrochloric acid is added
  6. filtrationThe precipitated crystals are collected by filtration
  7. customdried

Sources & evidence

ORD record
ord-4d70d9bf43fc4f9d927515fa8f64ad86
Source dataset
uspto-grants-1989_12
Patent number
US04889858

Reaction notes

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