Methyl iodide → 5-Bromo-2-(methoxymethyl)-1-methyl-1H-imidazole

HRID 523109Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 523109
[H-].[Na+].[Br:3][C:4]1[N:8]([CH3:9])[C:7]([CH2:10][OH:11])=[N:6][CH:5]=1.I[CH3:13]>C1COCC1.CCOC(C)=O>[Br:3][C:4]1[N:8]([CH3:9])[C:7]([CH2:10][O:11][CH3:13])=[N:6][CH:5]=1

Komponenten

6

Edukt 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 23445171(5-bromo-1-methyl-1H-imidazol-2-yl)methanol

Produkt 1

HCID 899956015-Bromo-2-(methoxymethyl)-1-methyl-1H-imidazoleAusbeute 27,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

NaH (60%, 30 mg) was added to a solution of (5-bromo-1-methyl-1H-imidazol-2-yl)methanol (120 mg, 0.63 mmol) in THF (4 mL). After stirring for 15 minutes, iodomethane (35 uL, 0.57 mmol) was added. The resulting solution was stirred at 60° C. under microwave irradiation for 60 minutes. The reaction mixture was diluted with EtOAc, filtered and concentrated in vacuo. The residue was purified using Biotage silica gel column chromatography eluting with EtOAc to give the title compound as light brown oil (32 mg, 25%).

Aufarbeitung

  1. stirringThe resulting solution was stirred at 60° C. under microwave irradiation for 60 minutes
  2. filtrationfiltered
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified
  5. washeluting with EtOAc

Quellen und Nachweise

ORD-Eintrag
ord-9ea0d9571c054d96916eaeea29be3e10
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09334286B2

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