Diethyl Ether → HCID 86758312, compound

Participants

Reaction Conditions

Reaction Steps

Under a nitrogen atmosphere, 0.306 g of tert-butyl (±)-trans-2,2-dimethyl-3-formyl-cyclopropanecarboxylate was dissolved in 3 mL of anhydrous pyridine. Two hundred sixty-three milligrams (0.263 mg) of piperidine and 0.352 g of ethyl methylmalonate was then added thereto, and the resulting mixture was stirred at a temperature of 100° C. for a time period of 5 hours. After the mixture was allowed to cool to room temperature, 100 mL of diethyl ether was added to said mixture and the resulting mixture was washed with 3N-hydrochloric acid and then saturated brine to obtain an organic layer therefrom. The organic layer was dried over anhydrous magnesium sulfate and thereafter the solvent was evaporated under reduced pressure in order to produce a residue. The residue was subjected to silica gel column chromatography, wherein the eluent solvent was a mixture of n-hexane and ethyl acetate at a volume to volume ratio of 3:1 to give 0.372 g of tert-butyl (±)-trans-2,2-dimethyl-3-{2-ethoxycarbonyl-(E)-1-propenyl}cyclopropanecarboxylate.

Provenance & Evidence