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Malonic ester synthesis

Malonic ester synthesis
Reaction type Coupling reaction
Reaction
Malonic acid esters
+
R-X
+
(O-R & H3O+)
Substituted Acetic Acid
+
CO2
+
R-OH
Conditions
Temperature
[1]
Identifiers
Organic Chemistry Portal malonic-ester-synthesis
RSC ontology ID RXNO:0000107

The malonic ester synthesis is a chemical reaction where diethyl malonate or another ester of malonic acid is alkylated at the carbon alpha (directly adjacent) to both carbonyl groups, and then converted to a substituted acetic acid.[2]

Reaction formula
Reaction formula


A major drawback of malonic ester synthesis is that the alkylation stage can also produce dialkylated structures. This makes separation of products difficult and yields lower.[3]

  1. ^ Cite error: The named reference heat condition was invoked but never defined (see the help page).
  2. ^ House, Herbert O. (1972). Modern Synthetic Reactions. Menlo Park, CA.: W. A. Benjamin. ISBN 0-8053-4501-9.
  3. ^ Malonic Ester Synthesis – Alkylation of Enolates

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