Propionylmalonic acid diethyl ester synthesis

5synthesis methods

Product Name:Propionylmalonic acid diethyl ester
CAS Number:21633-77-2
Molecular formula:C10H16O5
Molecular Weight:216.23

13433-00-6 Synthesis

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Yield:21633-77-2 17.63 g (72%)

Reaction Conditions:

with triethylamine in tetrahydrofuran;hexane;ethyl acetate;propionic acid anhydride;

Steps:

5 Diethyl (1-oxopropyl)malonate (compound VIId)

EXAMPLE 5 Diethyl (1-oxopropyl)malonate (compound VIId) Triethylamine (20 g, 0.2 mol) and propionic anhydride (12.54 g, 0.096 mol) were added to diethyl aminomalonate hydrochloride (20.40 g, 0.096 mol) in THF (300 mL) and the reaction was stirred at room temperature for 45 minutes. The solvent was removed under reduced pressure and the crude product was partitioned between ethyl acetate and water. The ethyl acetate phase was separated and evaporated to give 34.64 g of white solid. This was dissolved in hot ethyl acetate (60 mL), hexane (60 mL) was added, and the solution was filtered to remove insoluble material. The solution was cooled to -10° C. and filtered to give 17.63 g (72%) of diethyl (1-oxopropyl)malonate, mp 89°-93° C.

References:

US5273975,1993,A

79-03-8 Synthesis