Ethyl dnnamate

Ethyl dnnamate occurs in small amounts in storax.1 It has been prepared by the action of ethyl alcohol on cinnamic acid in the presence of dry hydrochloric or sulfuric acid 2 by the distillation of the copper salt of the monoethyl ester of benzylidene oxalacetic acid3 and by the condensation of ethyl acetate and benzaldehyde in the presence of sodium.4 The method described in the procedure is a slight modification of the one originally described by Claisen.5... 

Ethyl dnnamate P-Ionone Linalool Geraniol Nerol Muscatel wines... 

The Heck Reaction. In the beginning, the Heck reaction of ethyl acrylate and iodobenzene was examined in the presence of a catalytic amount of Pd-Gr. The yield of ethyl dnnamate was determined by HPLC measurements and plotted against the reaction time (Figure 2). Pd-C was also used in order to make a comparison. The activity of palladium-graphite was much higher than that of Pd-C for the Heck reaction. Both Pd-Gr and Pd-C were easily removed by filtration after the reaction because they were insoluble in the reaction mixture. 

Figure 2 Formation of ethyl dnnamate with Pd-Gr (o), with Pd-C(D)...

The natural product (—)-cytoxazone (G), isolated from Streptomyces sp., possesses cytokine modulating activity. Its synthesis was achieved according to the following sequence of reactions starting from ethyl (4-methoxy)dnnamate (X) ... 

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