tert-Butyl (4-methyl-3-nitrophenyl)carbamate → 5-(Boc-amino)-2-methylaniline

HRID 1465028Notes

Reaction equation

HRID 1465028 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:4][C:3]=1[N+:16]([O-])=O>C(O)C>[NH2:16][C:3]1[CH:4]=[C:5]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:13])([CH3:12])[CH3:14])[CH:6]=[CH:7][C:2]=1[CH3:1]

Participants

3

Reactant 1

HCID 18954623tert-Butyl (4-methyl-3-nitrophenyl)carbamate

Product 1

HCID 246997865-(Boc-amino)-2-methylaniline

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

t-Butyl 4-methyl-3-nitrophenylcarbamate (7.6 g, 30.13 mmol) was dissolved in ethanol (167 mL) and subjected to a reaction under 50 psi H2 gas. The reaction mixture was stirred for 2 hours and then concentrated by filtering with Celite to obtain the title compound without further purification.

Workup

  1. customsubjected to a reaction under 50 psi H2 gas
  2. concentrationconcentrated
  3. filtrationby filtering with Celite

Sources & evidence

ORD record
ord-ea916f343f274be7a29d2857454d567c
Source dataset
uspto-grants-2015_04
Patent number
US08999973B2

Reaction notes

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