Laboratory study demonstrates high-yield synthesis of methyl cis-9, trans-11-octadecadienoate from methyl ricinoleate, highlighting an accessible route for pure conjugated linoleic acid production.
The conjugated linoleic acid methyl cis‐9,trans‐11‐octadecadienoate has been prepared on a large scale from methyl ricinoleate. Methyl ricinoleate was purified from castor esters by a partition method. It was converted to the mesylate, which was reacted with a base (1,8‐diazabicyclo[5,4,0]‐undec‐7‐ene) to give a product that contained 66% of the desired ester. Two urea crystallizations produced a product containing 83% methyl cis‐9,trans‐11‐octadecadienoate, the identity of which was confirmed by gas chromatography linked to mass spectrometry and by Fourier transform infrared spectroscopy. The remaining impurities were methyl cis‐9,cis‐11‐ and cis‐9‐,trans‐12‐octadecadienoate.
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Berdeaux et al. (1997) studied this question.
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