Toluene → ethyl N-ethoxycarbonylacetyl-3-ethylaminopropionate

Participants

Reaction Steps

To a mixture consisting of 45 g (0.30 mole) of ethyl 3-ethylaminopropionate, 37.3 g (0.27 mole) of potassium carbonate, 250 ml of toluene and 250 ml of water being stirred in an ice bath was added dropwise 67.7 g (0.45 mole) of ethylmalonyl chloride in 0.5 hour. Stirring was continued for further 3 hours at room temperature and the reaction mixture was subjected to phase separation. The toluene layer obtained was washed with a 5% aqueous HCl solution, a saturated aqueous sodium bicarbonate solution and a saturated aqueous NaCl solution in this order and then dried with anhydrous magnesium sulfate. The resulting solution was subjected to vacuum distillation to remove toluene, whereby 64.3 g of a desired product was obtained with an yield of 83%.

Provenance & Evidence