Hydrochloric Acid → 4-Amino-3-(trifluoromethyl)benzoic acid

HRID 736939Notes

Reaction equation

HRID 736939 reaction equation
[NH2:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8]CC)=[O:7])=[CH:4][C:3]=1[C:13]([F:16])([F:15])[F:14].[OH-].[Na+].Cl>CCO.O>[NH2:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[C:13]([F:14])([F:15])[F:16]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 25067387Ethyl 4-amino-3-(trifluoromethyl)benzoate

Product 1

HCID 32542864-Amino-3-(trifluoromethyl)benzoic acid

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 962WaterSolvent

Conditions

Temperature
45 °C

Procedure

At RT a solution of 153 g (0.66 mol) ethyl 4-amino-3-trifluoromethyl-benzoate in 350 mL EtOH was added to a solution of 100 g (2.5 mol) NaOH in 250 mL water and the reaction mixture was stirred for 2 h at 45° C. EtOH was eliminated i. vac., the remaining aqueous solution was acidified with conc. HCl, the precipitated product was suction filtered, washed with water and dried in the air.

Workup

  1. filtrationfiltered
  2. washwashed with water
  3. customdried in the air

Sources & evidence

ORD record
ord-51a0e86014c449ceadde1965ecde97c5
Source dataset
uspto-grants-2009_09
Patent number
US07595312B2

Reaction notes

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