HCID 19009247, compound → 4-(2,5-Dimethoxy-3,4,6-trimethylphenoxy)aniline

HRID 1742483Notes

Reaction equation

HRID 1742483 reaction equation
[CH3:1][O:2][C:3]1[C:8]([CH3:9])=[C:7]([CH3:10])[C:6]([O:11][CH3:12])=[C:5]([CH3:13])[C:4]=1[O:14][C:15]1[CH:20]=[CH:19][C:18]([N+:21]([O-])=O)=[CH:17][CH:16]=1>[Pd].C(O)C>[CH3:1][O:2][C:3]1[C:8]([CH3:9])=[C:7]([CH3:10])[C:6]([O:11][CH3:12])=[C:5]([CH3:13])[C:4]=1[O:14][C:15]1[CH:16]=[CH:17][C:18]([NH2:21])=[CH:19][CH:20]=1

Participants

4

Reactant 1

HCID 19009247HCID 19009247, compound

Product 1

HCID 190092414-(2,5-Dimethoxy-3,4,6-trimethylphenoxy)anilineYield 89.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 4.8 g of 2,5-dimethoxy-3,4,6-trimethyl-1-(4-nitrophenoxy)benzene [prepared as described in step (b) above], 1.0 g of 10% w/w palladium-on-charcoal and 100 ml of ethanol was stirred under a hydrogen atmosphere at room temperature for 3 hours. At the end of this time, the catalyst was filtered off, and the filtrate was concentrated by evaporation under reduced pressure, to give 3.9 g of the title compound. p Nuclear Magnetic Resonance Spectrum (CDCl3) δ ppm:

Workup

  1. filtrationAt the end of this time, the catalyst was filtered off
  2. concentrationthe filtrate was concentrated by evaporation under reduced pressure

Sources & evidence

ORD record
ord-e944a3e0e0cb44328a9dbb04390aead5
Source dataset
uspto-grants-1994_08
Patent number
US05338855

Reaction notes

Loading…