Methanol → HCID 68958545, compound

HRID 2191641Notes

Reaction equation

HRID 2191641 reaction equation
CO.[C:3]([O:7][C:8]([O:10][C:11]1[CH:12]=[C:13]([C:17]2[CH:29]=[CH:28][C:20]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])=[C:19]([N+:30]([O-])=O)[CH:18]=2)[CH:14]=[CH:15][CH:16]=1)=[O:9])([CH3:6])([CH3:5])[CH3:4]>[C].[Pd].C(OCC)(=O)C>[NH2:30][C:19]1[CH:18]=[C:17]([C:13]2[CH:14]=[CH:15][CH:16]=[C:11]([O:10][C:8]([O:7][C:3]([CH3:6])([CH3:5])[CH3:4])=[O:9])[CH:12]=2)[CH:29]=[CH:28][C:20]=1[C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22]

Participants

5

Reactant 2

HCID 887MethanolHCID 68957047HCID 68957047, compound

Product 1

HCID 68958545HCID 68958545, compoundYield 98.5%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a mixed solution of methanol 18 mL and ethyl acetate 18 mL of tert-butyl 4-(3-(tert-butoxycarbonyl)oxyphenyl)-2-nitrobenzoate 3.5 g was added 5% palladium-carbon 0.70 g, and it was stirred under hydrogen atmosphere at room temperature for 3 hours and 30 minutes. The solvent was removed under reduced pressure after insoluble matter was filtrated to give tert-butyl 2-amino-4-(3-(tert-butoxycarbonyl)oxyphenyl)benzoate 3.2 g of yellow oil.

Workup

  1. customThe solvent was removed under reduced pressure after insoluble matter
  2. filtrationwas filtrated

Sources & evidence

ORD record
ord-65c6ac663f6c4a2797de4e262643f9be
Source dataset
uspto-grants-2012_12
Patent number
US08327467B2

Reaction notes

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