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Synthesis of 14C labelled acrylic derivatives: Diethyl [3-14C] methylidenemalonate and isobutyl [3-14C] cyanoacrylate

✍ Scribed by Jean-Luc De Keyser; Christian J. C. De Cock; Jacques H. Poupaert; Pierre Dumont

Publisher
John Wiley and Sons
Year
1989
Tongue
French
Weight
301 KB
Volume
27
Category
Article
ISSN
0022-2135

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✦ Synopsis

Isobutyl [3-14C] cyanoacrylate and diethyl [3-14C] methylidenemalonate were synthesized by the intermediate of their protective Diels-Alder adduct with anthracene. These adducts (&&,I were obtained in a one-pot procedure by Knoevenagel condensation of p4C] paraformaldehyde with isobutyl cyanoacetate and diethyl malonate respectively in the presence of a basic catalyst and anthracene. The adducrs are srable crystalline compounds easily purified by recrystallization. The olefinic target compounds (u were obtained in high chemical and radiochemical purity (>99%) by thermolysis at 220 O C in mineral oil in the presence of maleic anhydride.

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