(E)-5,9-Dimethyl-4,8-decadienoic acid synthesis

Yield:5579-63-5 84%

Reaction Conditions:

with pyridine in water; for 1 h;Reflux;Inert atmosphere;

Steps:

5.9. (4E)-5,9-Dimethyl-4, 8-decadienoic acid (11b)

According to the procedure used for formation of the carboxylic acid 11a, dicarboxylic acid 10b (2.15 g, 8.94 mmol) in pyridine(3.6 mL) and H2O (0.16 mL) was heated at reflux for 1 h. A parallel work-up provided the desired monocarboxylic acid 11b (1.48 g,84%) as an orange oil, which was used without further purification.The 1H and 13C NMR data were consistent with literature data.

References:

Wills, Veronica S.;Metzger, Joseph I.;Allen, Cheryl;Varney, Michelle L.;Wiemer, David F.;Holstein, Sarah A. [Bioorganic and Medicinal Chemistry,2017,vol. 25,# 8,p. 2437 - 2444] Location in patent:supporting information