HCID 22349457, compound → HCID 22349479, compound

HRID 896021Notes

Reaction equation

HRID 896021 reaction equation
[CH3:1][O:2][C:3]1[CH:19]=[CH:18][C:6]([O:7][C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[C:10]([CH3:17])[CH:9]=2)=[CH:5][CH:4]=1.[H][H]>[Pd].CO>[CH3:1][O:2][C:3]1[CH:19]=[CH:18][C:6]([O:7][C:8]2[CH:13]=[CH:12][C:11]([NH2:14])=[C:10]([CH3:17])[CH:9]=2)=[CH:5][CH:4]=1

Participants

5

Reactant 2

HCID 22349457HCID 22349457, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22349479HCID 22349479, compoundYield 100.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 4-(4-methoxy-phenoxy)-2-methylnitrobenzene (3.5 grams, mmol) and methanol (200 mL) was treated with 200 miligrams of 10% palladium on carbon and was shaken under 50 psi of hydrogen gas for 3 hours. Filtration through a pad of celite and concentration in vacuo afforded 3.1 grams of 4-(4-methoxy-phenoxy)-2-methyl-phenylamine as a tan solid.

Workup

  1. filtrationFiltration
  2. concentrationthrough a pad of celite and concentration in vacuo

Sources & evidence

ORD record
ord-dd3f1e8008e34fa0b6530b23a128de03
Source dataset
uspto-grants-2005_07
Patent number
US06919332B2

Reaction notes

Loading…