Sodium Hydroxide → 4-Amino-3-chlorobenzoic acid

HRID 2243439Notes

Reaction equation

HRID 2243439 reaction equation
C[O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[C:6]([Cl:11])[CH:5]=1.[OH-].[Na+]>CCO>[NH2:10][C:7]1[CH:8]=[CH:9][C:4]([C:3]([OH:12])=[O:2])=[CH:5][C:6]=1[Cl:11]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 1515284Methyl 4-Amino-3-chlorobenzoate

Product 1

HCID 172114-Amino-3-chlorobenzoic acidYield 92%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-Amino-3-chloro-benzoic acid methyl ester (21.6 mmol) was saponified in EtOH (25 ml) and NaOH (1M, 25 ml) at reflux for 2 h. The organic solvent was evaporated and pH adjusted to 4. The product was removed by filtration, washed with water and dried in vacuo to give 4-amino-3-chloro-benzoic acid.

Workup

  1. customThe organic solvent was evaporated
  2. customThe product was removed by filtration
  3. washwashed with water
  4. customdried in vacuo

Sources & evidence

ORD record
ord-7effaf629b434d4097ff4af1eb87b6e2
Source dataset
uspto-grants-2010_03
Patent number
US07674912B2

Reaction notes

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