Toluene → ethyl N-ethoxycarbonylacetyl-3-ethylaminopropionate

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%.

1. stirringStirring
2. customthe reaction mixture was subjected to phase separation
3. customThe toluene layer obtained
4. washwas washed with a 5% aqueous HCl solution
5. dry with materiala saturated aqueous sodium bicarbonate solution and a saturated aqueous NaCl solution in this order and then dried with anhydrous magnesium sulfate
6. distillationThe resulting solution was subjected to vacuum distillation
7. customto remove toluene

ORD record

ord-cc2e898d44f44a9ca85e13f8aaadc7e8

Source dataset

uspto-grants-1988_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04742165