Cesium carbonate → 2-Methyl-5-(2-methyl-4-nitrophenoxy)pyridine

HRID 877094

Reaktionsgleichung

Reaktionsgleichung von HRID 877094
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[CH3:11].[CH3:12][C:13]1[N:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=1.C([O-])([O-])=O.[Cs+].[Cs+]>CN(C=O)C>[CH3:11][C:3]1[CH:4]=[C:5]([N+:8]([O-:10])=[O:9])[CH:6]=[CH:7][C:2]=1[O:19][C:16]1[CH:15]=[CH:14][C:13]([CH3:12])=[N:18][CH:17]=1

Komponenten

5

Edukt 3

HCID 10796Cesium carbonateHCID 142752-Methyl-5-hydroxypyridineHCID 83315Benzene, 1-chloro-2-methyl-4-nitro-

Produkt 1

HCID 179901022-Methyl-5-(2-methyl-4-nitrophenoxy)pyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

The mixture of 1-chloro-2-methyl-4-nitrobenzene (17.2 g), 6-methylpyridin-3-ol (12 g) and Cs2CO3 (39 g) in DMF (150 mL) was heated at 110° C. for 4 h. The solid was filtered and water (100 mL) and EtOAc (200 mL) were added. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated. The obtained yellow solid was used for the next step directly.

Aufarbeitung

  1. filtrationThe solid was filtered
  2. additionwater (100 mL) and EtOAc (200 mL) were added
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-33ca47bf8b6d4e3fa5d1d616b29da37c
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08987284B2

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