HCID 59518016, compound → HCID 59518023, compound

HRID 1160798Notes

Reaction equation

HRID 1160798 reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([NH2:17])=[C:13]([N+:18]([O-])=O)[CH:12]=2)=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4]>[Pd].CO.CCOC(C)=O>[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([C:11]2[CH:16]=[CH:15][C:14]([NH2:17])=[C:13]([NH2:18])[CH:12]=2)=[CH:9][CH:10]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 1

HCID 59518016HCID 59518016, compound

Product 1

HCID 59518023HCID 59518023, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584119Ethylacetate methanolSolvent

Procedure

4′-Butyl-3-nitro-biphenyl-4-ylamine (117 mg, 3.70 mmol) and 10% Pd/C (10 mg) in 2:1 v/v MeOH/EtOAc (4 ml) is treated to a steady bubbling of H2 (g) for 15 minutes. The reaction is kept under 1 atm of H2 for 1 hour with stirring. The reaction is filtered through Celite and the filtrate concentrated in vacuo to afford 4′-butyl-biphenyl-3,4-diamine: ESMS m/z 241.2 (M+H+).

Workup

  1. customa steady bubbling of H2 (g) for 15 minutes
  2. filtrationThe reaction is filtered through Celite
  3. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-7fb88174ab15420497f92af05b0d4c96
Source dataset
uspto-grants-2010_10
Patent number
US07816542B2

Reaction notes

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