Methanol → Tert-butyl 2-amino-4-(2,4-difluorophenyl)benzoate

HRID 1673358Notes

Reaction equation

HRID 1673358 reaction equation
CO.[F:3][C:4]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:5]=1[C:11]1[CH:23]=[CH:22][C:14]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])=[C:13]([N+:24]([O-])=O)[CH:12]=1>[C].[Pd].C(OCC)(=O)C>[NH2:24][C:13]1[CH:12]=[C:11]([C:5]2[CH:6]=[CH:7][C:8]([F:10])=[CH:9][C:4]=2[F:3])[CH:23]=[CH:22][C:14]=1[C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16]

Participants

5

Reactant 2

HCID 887MethanolHCID 67343403Tert-butyl 4-(2,4-difluorophenyl)-2-nitrobenzoate

Product 1

HCID 67342694Tert-butyl 2-amino-4-(2,4-difluorophenyl)benzoate

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

0.27 g of 10% palladium-carbon was added to a mixed solution of 9.0 mL of methanol and 9.0 mL of ethyl acetate containing 0.90 g of tert-butyl 4-(2,4-difluorophenyl)-2-nitrobenzoate and stirred under hydrogen atmosphere at room temperature for 30 minuses. After insoluble were removed by filtration, the solvent was evaporated under reduced pressure to obtain 0.80 g of tert-butyl 2-amino-4-(2,4-difluorophenyl)benzoate as white solid.

Workup

  1. customAfter insoluble were removed by filtration
  2. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-fbbdbd5836fe4593960693e7f42e59e5
Source dataset
uspto-grants-2011_08
Patent number
US07999132B2

Reaction notes

Loading…