Preparation of N-acyl derivatives of amino acids from acyl chlorides and amino acids in the presence of cationic surfactants. A variation of the Schotten-Baumann method of benzoylation of amino acids

Citation
Bs. Jursic et D. Neumann, Preparation of N-acyl derivatives of amino acids from acyl chlorides and amino acids in the presence of cationic surfactants. A variation of the Schotten-Baumann method of benzoylation of amino acids, SYN COMMUN, 31(4), 2001, pp. 555-564
Citations number
27
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
31
Issue
4
Year of publication
2001
Pages
555 - 564
Database
ISI
SICI code
0039-7911(2001)31:4<555:PONDOA>2.0.ZU;2-3
Abstract
A very efficient method for the preparation of N-acylamino acids from the c orresponding acyl chloride and amino acid is described. Amino acids, potass ium carbonate, acyl chloride, and a catalytic amount of cationic surfactant s were mixed in tetrahydrofuran and refluxed without ever obtaining a dear reaction mixture. After hot filtration, the product was isolated from the h ot tetrahydrofuran solution in very high or almost quantitative yields.