Water → 2-(Chloromethylidene)-3,3-dimethyloxolane

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Reaction Steps

806 g (4 mols) of 1,1,5-trichloro-3,3-dimethyl-1-pentene are heated under reflux for 6 hours together with 360 g (4.4 mols) of anhydrous sodium acetate in 1 liter of dimethylformamide. When the reaction mixture has cooled down to about 100°, 1.6 liters (8 mols) of 30% sodium methylate solution in methanol are added dropwise, and the mixture is heated under reflux for a further 4 hours. The cold solution is poured into water, and the mixture is repeatedly extracted with methylene chloride. When the solution has been dried and the solvent driven off, 654 g of product remain which are fractionated over a column. 522 g (3.56 mols, 89%) of 2-chloromethylene-3,3-dimethyltetrahydrofuran are obtained with a boiling point of 84°-87°/20.

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