Reaktion #1619802

Reaktionsgleichung

Epibromohydrin

2-methylbenzimidazole

sodium hydride

Water

→

titled product

1-N-Glycidyl-2-methylbenzimidazole

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe product extracted into CH2Cl2 (3×25 ml)
2. 2
   WaschenThe combined organics were washed with water (25 ml), brine (25 ml)
3. 3
   Trocknendried over anhydrous sodium sulfate
4. 4
   FiltrationFiltration and concentration in vacuo
5. 5
   Sonstigegave the crude product as a light yellow colored oil (1.4 g)
6. 6
   SonstigeThis was purified by flash silica gel chromatography (10% methanol in CH2Cl2)

Vorschrift

Epibromohydrin (1.0 g, 7.6 mmole) was added to a stirred solution of 2-methylbenzimidazole (1.0 g, 7.6 mmole) and sodium hydride (0.3 g, 7.6 mmole) in anhydrous DMF (20 ml), and the mixture was heated at 60° C. under nitrogen for 0.5 hours. Water (100 ml) was added and the product extracted into CH2Cl2 (3×25 ml). The combined organics were washed with water (25 ml), brine (25 ml) and dried over anhydrous sodium sulfate. Filtration and concentration in vacuo gave the crude product as a light yellow colored oil (1.4 g). This was purified by flash silica gel chromatography (10% methanol in CH2Cl2) to afford the titled product as a light oil (0.64 g, 45% yield).

Quelle