HCID 23507638, compound → 1,1-Dimethylethyl N-[(2-aminophenyl)methyl]-N-methylcarbamate

HRID 1688101Notes

Reaction equation

HRID 1688101 reaction equation
[C:1]([O:5][C:6](=[O:19])[N:7]([CH3:18])[CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[N+:15]([O-])=O)([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6](=[O:19])[N:7]([CH3:18])[CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[NH2:15])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 23507638HCID 23507638, compound

Product 1

HCID 251805341,1-Dimethylethyl N-[(2-aminophenyl)methyl]-N-methylcarbamateYield 91%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of methyl-(2-nitro-benzyl)-carbamic acid tert-butyl ester (2.0 g, 7.5 mmol) and 10% Pd—C (100 mg) in methanol (150 mL) was stirred for 12 h under a hydrogen atmosphere. The catalyst was removed by filtration and the solvent evaporated to give methyl-(2-amino-benzyl)-carbamic acid tert-butyl ester (1.58 g, 6.8 mmol, 91%).

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent evaporated

Sources & evidence

ORD record
ord-e23c79e206d349c5ba8a2c4f2feab428
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

Loading…