Methyl iodide → 5-Methoxyquinoxaline

HRID 2374156

Reaktionsgleichung

Reaktionsgleichung von HRID 2374156
[N:1]1[C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([OH:11])[C:5]=2[N:4]=[CH:3][CH:2]=1.[C:12]([O-])([O-])=O.[K+].[K+].IC>CN(C=O)C>[CH3:12][O:11][C:6]1[CH:7]=[CH:8][CH:9]=[C:10]2[C:5]=1[N:4]=[CH:3][CH:2]=[N:1]2

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 1356902745-Quinoxalinol

Produkt 1

HCID 132383925-Methoxyquinoxaline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To quinoxalin-5-ol (0.43 g) dissolved in DMF (6 ml) was added K2CO3 (2.5 eq.) and KI (0.2 eq.). To this mixture was then added dropwise iodomethane (1.2 eq.). The resulting mixture then heated to 50° C. overnight. The reaction mixture was subsequently partitioned between satd. NaHCO3 and EtOAc, the EtOAc layer backwashed with water and brine, dried over Na2SO4, and concentrated to dryness under vacuum. The crude material was then purified by SGC (MeOH:DCM) affording 5-methoxyquinoxaline. MS (ESI+) for m/z 160 [M+H]+.

Aufarbeitung

  1. customThe reaction mixture was subsequently partitioned between satd
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated to dryness under vacuum
  4. customThe crude material was then purified by SGC (MeOH:DCM)

Quellen und Nachweise

ORD-Eintrag
ord-c80d808245104e7db92fadefdc7f9a71
Quelldatensatz
uspto-grants-2008_12
Patentnummer
US07462600B2

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