Hydrochloric Acid → 4-Amino-2,5-difluoro-3-difluoromethoxybenzoic acid

HRID 1584811Notes

Reaction equation

HRID 1584811 reaction equation
[NH2:1][C:2]1[C:12]([F:13])=[CH:11][C:5]([C:6]([O:8]CC)=[O:7])=[C:4]([F:14])[C:3]=1[O:15][CH:16]([F:18])[F:17].[OH-].[Na+].Cl>C(O)C>[NH2:1][C:2]1[C:12]([F:13])=[CH:11][C:5]([C:6]([OH:8])=[O:7])=[C:4]([F:14])[C:3]=1[O:15][CH:16]([F:17])[F:18]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21220220Ethyl 4-amino-2,5-difluoro-3-difluoromethoxybenzoate

Product 1

HCID 212202554-Amino-2,5-difluoro-3-difluoromethoxybenzoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

In 61 ml of ethanol was suspended 12.3 g of ethyl 4-amino-2,5-difluoro-3-difluoromethoxybenzoate, and 31 ml of 2N aqueous sodium hydroxide solution was added to the suspension, after which the resulting mixture was stirred at 40° C. for one hour. To the reaction mixture was added 35 ml of 2N hydrochloric acid and the precipitate formed was collected by filtration, to obtain 10.6 g of colorless, crystalline 4-amino-2,5-difluoro-3-difluoromethoxybenzoic acid.

Workup

  1. additionwas added to the suspension
  2. customthe precipitate formed
  3. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-e769fbc175f34164b82ab8818a084b6a
Source dataset
uspto-grants-1999_08
Patent number
US05935952

Reaction notes

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