Thionyl Chloride → 5-(Chloromethyl)-3-methoxy-1,2-oxazole

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Reaction Steps

The mixture of 12.05 g of 5-hydroxymethyl-3-methoxy-isoxazole and 43 g of thionylchloride is heated to reflux for 30 minutes. After cooling, the reaction mixture is poured slowly over crushed ice and is extracted with ether. The organic phase is separated, washed with water and the solution is dried over magnesium sulfate. The solvent is evaporated then distilled in vacuo. 9.64 g of the expected product are obtained.

Provenance & Evidence