HCID 18350475, compound → Methyl 2-amino-4-(trifluoromethoxy)benzoate

HRID 430439Notes

Reaction equation

HRID 430439 reaction equation
[N+:1]([C:4]1[CH:13]=[C:12]([O:14][C:15]([F:18])([F:17])[F:16])[CH:11]=[CH:10][C:5]=1[C:6]([O:8][CH3:9])=[O:7])([O-])=O>[Pd].CO>[NH2:1][C:4]1[CH:13]=[C:12]([O:14][C:15]([F:16])([F:17])[F:18])[CH:11]=[CH:10][C:5]=1[C:6]([O:8][CH3:9])=[O:7]

Participants

4

Reactant 1

HCID 18350475HCID 18350475, compound

Product 1

HCID 18350502Methyl 2-amino-4-(trifluoromethoxy)benzoateYield 94.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Methyl 2-nitro-4-trifluoromethoxybenzoate (10 g) and 5% palladium on activated carbon (0.5 g) in methanol was hydrogenated for 20 hours at ambient temperature. The mixture was filtered and the filtrate evaporated to give methyl 2-amino-4-trifluoromethoxybenzoate (8.35 g) as a brown oil, NMR (CDCl3) 3.9(s,3H), 5.9(brs,2H), 6.55(m,2H), 7.9(d,1H).

Workup

  1. filtrationThe mixture was filtered
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-877fd3f2146146258ffb5fdd7c58a687
Source dataset
uspto-grants-2001_11
Patent number
US06323155B1

Reaction notes

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