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

HRID 1633946Notes

Reaction equation

HRID 1633946 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 re-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 re-residue was triturated with diethyl ether
  4. filtrationthe crystals were filtered off
  5. customdried

Sources & evidence

ORD record
ord-d8014973870b499398ef2ed182f8a76b
Source dataset
uspto-grants-2003_01
Patent number
US06503949B1

Reaction notes

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