Abstract

Fatty acid based dialkanolamides or carbon-carbon double bond side chains modified with polar groups (dihydroxy) have been known to possess good surface activities. Treating methyl oleate with diethanolamine at elevated temperature has led to the formation of N,N-dihydroxyethyloleamide in good yield. Upon oxidation using HCOOH/H2O2 system, the carbon-carbon double bonds on methyl oleate hydrocarbon side chain were successfully epoxidized and subsequently underwent ring opening to form the corresponding dihydroxystearate product. This compound was then directly treated with diethanolamine to afford the desired 9,10-dihydroxy-N,N-dihydroxyethyl octadecanamide in good yield.

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