2,3-Dihydroxybutanedioic Acid → 3,4-Dihydroxy-1-(9Z)-9-octadecen-1-yl-2,5-pyrrolidinedione

Participants

Reaction Conditions

Reaction Steps

Tartaric acid (150 parts) is added to 173 parts of toluene and the mixture is heated with stirring to 100° C. Armeen O (281 parts) is added slowly and in small portions while the system is kept under nitrogen purge. After the addition of the Armeen O is completed the contents are heated to 130° C. at which temperature the water formed is removed by azeotroping, and collected. The temperature is then raised to 160° C., after no more water is collected and kept at about 160° C. for one hour under nitrogen purge to remove the toluene. The liquid residue is then filtered through diatomaceous earth to yield the desired N-oleyltartarimide. Analysis shows nitrogen content of 3.42% and hydroxyl content of 8.33%.

Provenance & Evidence