title: Synthesis of (S)-ricinoleic acid and its methyl ester with the participation of ionic liquid.
abstract: (R)-ricinoleic acid methyl ester obtained from commercial castor oil was transformed in a three-step procedure into its S-enantiomer in overall 36% yield using ionic liquid (1-butyl-3-methylimidazolium acetate) in the key step process. The developed procedure provides easy access to (S)-ricinoleic acid and its methyl ester of over 95% enantiomeric excess. Optical rotations of the newly obtained compounds as well as their chromatographic and spectral characteristics are provided and discussed in the context of enantiopurity both of the substrate material and the final products.
authors: Institute of General Food Chemistry, Lodz University of Technology, Lodz 90-924, Poland. Electronic address: jozef.kula@p.lodz.pl.
authors: Józef
authors: J
authors: Kula
authors: Institute of General Food Chemistry, Lodz University of Technology, Lodz 90-924, Poland.
authors: Radoslaw
authors: R
authors: Bonikowski
authors: Institute of General Food Chemistry, Lodz University of Technology, Lodz 90-924, Poland.
authors: Malgorzata
authors: M
authors: Szewczyk
authors: Institute of General Food Chemistry, Lodz University of Technology, Lodz 90-924, Poland.
authors: Kornelia
authors: K
authors: Ciolak
mesh_terms: D002368:Castor Oil / Q000737:chemistry*; D004951:Esterification; D004952:Esters; D052578:Ionic Liquids / Q000737:chemistry*; D008745:Methylation; D012277:Ricinoleic Acids / Q000138:chemical synthesis* / Q000302:isolation & purification*; D013237:Stereoisomerism
chemical_list: D004952:Esters; D052578:Ionic Liquids; D012277:Ricinoleic Acids; D002368:Castor Oil; C030521:ricinoleic acid
keywords: (S)-Ricinoleic acid; Castor oil; Enantiopurity; Ionic liquids; Ricinoleic acid