HCID 22311060, compound → 5-amino-2-(trifluoromethoxy)benzoic Acid

HRID 1814672Notes

Reaction equation

HRID 1814672 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([O:13][C:14]([F:17])([F:16])[F:15])=[C:8]([CH:12]=1)[C:9]([OH:11])=[O:10])([O-])=O.[H][H]>C(O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([O:13][C:14]([F:15])([F:16])[F:17])=[C:8]([CH:12]=1)[C:9]([OH:11])=[O:10]

Participants

5

Reactant 2

HCID 22311060HCID 22311060, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 118309945-amino-2-(trifluoromethoxy)benzoic AcidYield 29%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 5-nitro-2-trifluoromethoxybenzoic acid (6.43 g, 25.6 mmol) and 128 mg of 10% Pd/C in 10 mL of absolute ethanol was stirred in a hydrogen atmosphere overnight at room temperature. The catalyst was filtered off and the filtrate was evaporated to dryness. The residue was triturated with diethyl ether and the crystals were filtered off and dried to afford 1.644 g (29%) of 5-amino-2-trifluoromethoxybenzoic acid.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated to dryness
  3. customThe residue was triturated with diethyl ether
  4. filtrationthe crystals were filtered off
  5. customdried

Sources & evidence

ORD record
ord-ca683c3c36a54ab6ba58a5081597871a
Source dataset
uspto-grants-2005_04
Patent number
US06875760B2

Reaction notes

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