Ethyl chloroformate → HCID 19096807, compound

Participants

Reaction Conditions

Reaction Steps

A 250 milliliter round-bottom flask was equipped with a magnetic stirrer and an addition funnel with N2 inlet. The flask was charged with 1.30 grams (0.008 mole) of monoethyl cyclopropene-1,1-dicarboxylate, 50 millilaters of dry THF, 2.3 grams (0.02 mole) of potassium carbonate (anhydrous), and 450 milligrams of dicyclohexano-18-crown-6 ether. The stirred reaction mixture was cooled to 0° C., and 0.90 gram (0.008 mole) of ethyl chloroformate in 10 millilaters of THF was added dropwise. The mixture was stirred for 21/2 hours at O° C. At this time an aliquot from the reaction mixture showed a very strong anhydride carbonyl stretch at 1820 cm-1 in the infrared indicating the formation of the mixed anhydride 1-carboethoxy-1-ethoxycarbonyloxycarbonyl-2-cyclopropene. The balance of the reaction mixture containing the mixed anhydride was carried on to Part E.

Provenance & Evidence