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Synthese du safrole marque au carbone 14 dans la chaine allylique: safrole 14C-1′

✍ Scribed by L. Pichat; J. Tostain

Publisher
John Wiley and Sons
Year
1976
Tongue
French
Weight
298 KB
Volume
12
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

Carbonation of 3,4 methylenedioxy phenylmagnesium bromide with ^14^CO~2~ leads to (carboxyl ^14^C) 3,4 methylenedioxy benzoic acid. Reduction of the latter with LiAlH~4~ in T H FTHF: Tetrahydrofurne; CPV: Chromatographie en phase vapeur; CCM: Chromatographie sur couche mince.

gives rise to 3,4 methylenedioxy benzyl alcohol which reacts with thionylchloride to provide the corresponding chloride. By action of magnesium in T H F 3‐4 methylenedioxy benzylmagnesium chloride is obtained; it is then condensed with vinyl bromide in presence of catalytic quantities of FeCl~3~ to give (1′‐^14^C) safrol, specific activity: 15 mCi/mMole with an overall yield of 40 % based on barium carbonate.

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