2-Methyl-5-(2-methyl-4-nitrophenoxy)pyridine → 3-Methyl-4-((6-methylpyridin-3-yl)oxy)aniline

HRID 415003

Reaktionsgleichung

Reaktionsgleichung von HRID 415003
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][C:10]=2[CH3:18])=[CH:4][N:3]=1.[H][H]>[Pd].CO>[CH3:18][C:10]1[CH:11]=[C:12]([NH2:15])[CH:13]=[CH:14][C:9]=1[O:8][C:5]1[CH:4]=[N:3][C:2]([CH3:1])=[CH:7][CH:6]=1

Komponenten

5

Edukt 2

HCID 179901022-Methyl-5-(2-methyl-4-nitrophenoxy)pyridineHCID 178418361HCID 178418361, Verbindung2×

Produkt 1

HCID 114244343-Methyl-4-((6-methylpyridin-3-yl)oxy)anilineAusbeute 87,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 2-methyl-5-(2-methyl-4-nitro-phenoxy)-pyridine (11.5 g, 47.1 mmol) and palladium on carbon (300 mg, 10 wt. %, wet) in MeOH (200 mL) was flashed with hydrogen. A hydrogen balloon was then applied to the reaction mixture. The reaction was stirred for 2 hours and the solution was filtered through a pad of celite, and the pad was washed with MeOH (300 mL). Concentration of the solution gave crude product (8.8 g, 87%) as light yellow solid.

Aufarbeitung

  1. filtrationthe solution was filtered through a pad of celite
  2. washthe pad was washed with MeOH (300 mL)

Quellen und Nachweise

ORD-Eintrag
ord-9194d436cccf4778be18741d4c66f30f
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08088766B2

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