Epoxide (via alkene group):

 

m-CPBA (102.8 g, 0.52 mol) was added portion wise to a solution of allyl compound (100 g, 0.46 mol) in anhydrous CH2CI2 (1000 ml) at -15°C. After addition, the reaction mixture was stirred at rt for 6 h. The mixture was washed with saturated aqueous Na2SO3 (300 ml) and saturated aqueous NaHCO3 (300 ml), then concentrated in vacuo. The residue was purified by column chromatography (THF: petroleum ether = 1 :10) which gave the epoxide compound as off-yellow liquid (86 g, 80%).

 

Patent reference: WO2010016005 (Pfizer)

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