Triethylamine → Ethyl 5-chloromethylisoxazole-3-carboxylate

Participants

Reaction Conditions

Reaction Steps

21.2 g (210 mmol) of triethylamine were added dropwise to a stirred mixture of 30 g (198 mmol) of ethyl 2-chloro-2-hydroxyiminoacetate and 150 ml of propargyl chloride cooled to 10-15° C. and, after stirring at room temperature for 1 h, water was added, the mixture was extracted with ether, and the organic phase was dried over magnesium sulfate and concentrated in a rotary evaporator. The residue was distilled under 0.5 torr, the product distilling over at 116-122° C.

Provenance & Evidence