Methanol → Tert-butyl 2-amino-4-phenethylbenzoate

HRID 1673339Notes

Reaction equation

HRID 1673339 reaction equation
CO.[N+:3]([C:6]1[CH:18]=[C:17](/[CH:19]=[CH:20]/[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:16]=[CH:15][C:7]=1[C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])([O-])=O>[C].[Pd].C(OCC)(=O)C>[NH2:3][C:6]1[CH:18]=[C:17]([CH2:19][CH2:20][C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:16]=[CH:15][C:7]=1[C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9]

Participants

5

Reactant 2

HCID 887MethanolHCID 67343131HCID 67343131, compound

Product 1

HCID 58508624Tert-butyl 2-amino-4-phenethylbenzoate

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

0.74 g of 5% palladium-carbon was added to a mixed solution of 56 mL of methanol and 56 mL of ethyl acetate containing 3.7 g of tert-butyl 2-nitro-4-((E)-2-phenylvinyl)benzoate and stirred under hydrogen atmosphere at room temperature for 2 hours. Insoluble were removed by filtration, and the solvent was evaporated under reduced pressure to obtain 3.4 g of tert-butyl 2-amino-4-phenethylbenzoate as white solid.

Workup

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

Sources & evidence

ORD record
ord-50ab3c89800b4e6191cc34c3ff4fe7f0
Source dataset
uspto-grants-2011_08
Patent number
US07999132B2

Reaction notes

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