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3-(oxiran-2-yl)benzonitrile synthesis

5synthesis methods
2181-42-2 Synthesis
Trimethylsulfonium iodide

2181-42-2
254 suppliers
$6.00/5g

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Yield:13906-62-2 55%

Reaction Conditions:

with potassium hydroxide in water;acetonitrile at 60; for 15 h;

Steps:

A34.a

A solution of trimethylsulfonium iodide (4.49 g, 22.0 mmol) in acetonitrile (40 ml), KOH (2.64 g, 40.0 mmol) and H2O (0.100 ml) was added at room temperature and stirred at 60 °C for 15 hours. The reaction was quenched with brine, extracted with diethyl ether (100 ml x 2), washed with brine, dried (MgSO4) and evaporated under reduced pressure. The residue was purified by column chromatography on silica (ethyl acetate/hexane, 25/75) to give 3-(oxiran-2-yl)benzonitrile (1.63 g, 55 %, colorless oil).

References:

WO2008/8398,2008,A2 Location in patent:Page/Page column 367