2-methoxyphenyl (E)-octadec-9-enoate

Reaction of guiacol (2-methoxyphenol) and elaidic acid ((E)-octadec-9-enoic acid) to produce the corresponding ester of 2-methoxyphenyl (E)-octadec-9-enoate. Refluxed at 100 degrees Celsius with a solvent of acetonitrile (boiling point of 83 degrees Celsius), EDC.HCL and dimethyl amino pyridine which produced a urea byproduct. The reaction over an hour was monitored by TLC analysis comparing presence of guaiacol in reaction mixture over time (being the limiting factor). The compound was then isolated from the solvent and impurities via an aqueous organic workup using hexane, 1M aq.HCl and 10%wt aq NaHCO3. To asses the final product an 1H NMR sample was taken (using CDCl3 solvent) and an IR conducted.