Methylmalonic Acid → HCID 86758310, compound

Participants

Reaction Conditions

Reaction Steps

Under a nitrogen atmosphere, 0.202 g of tert-butyl (±)-trans-2,2-dimethyl-3-formylcyclopropanecarboxylate was dissolved in 5 mL of anhydrous pyridine. One-fifth milliliter (0.20 mL) of piperidine and 0.242 g of methylmalonic acid was then added thereto, and the resulting mixture was stirred at a temperature of about 60° C. for a time period of about 1 hour. 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 was a mixture of n-hexane and ethyl acetate at a volume to volume ratio of 3:1 to give 0.249 g of tert-butyl (±)-trans-2,2-dimethyl-3-{2-carboxy-(E)-1-propenyl}cyclopropanecarboxylate.

Provenance & Evidence