Abstract

Synthesis and characterization of new derivatives of cinnamic acid

Author(s): Kalsoom Akhtar, Sher Bahadar Khan, Latifullah Khan

Aseries of new derivatives 1-11 of cinnamic acid have been synthesized by a facile procedure for esterification based on using of DCC as a coupling agent, DMAP and solvent system methylene chloride. The structures of all the newly synthesized derivatives 1-11 of cinnamic acid were assigned as 3- methyl-2-butenyl (E)-3-(3,4,5-trihydroxyphenyl)-2-propenoate (1), (2E)-3,7- dimethyl-2,6-octadienyl (E)-3-(3,4,5-trihydroxyphenyl)-2-propenoate (2), (2Z)-3,7-dimethyl-2,6-octadienyl (E)-3-(3,4,5-trihydroxyphenyl)-2-propenoate (3), (2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrienyl (E)-3-(3,4,5- trihydroxyphenyl)-2-propenoate (4), (2E)-3,7-dimethyl-2,6-octadienyl (E)-3- (4-hydroxy-3-methoxyphenyl)-2-propenoate (5), (2Z)-3,7-dimethyl-2,6- octadienyl (E)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoate (6), (2E,6E)- 3,7,11-trimethyl-2,6,10-dodecatrienyl (E)-3-(4-hydroxy-3-methoxyphenyl)-2- propenoate (7), 3-methyl-2-butenyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)- 2-propenoate (8), (2E)-3,7-dimethyl-2,6-octadienyl (E)-3-(4-hydroxy-3,5- dimethoxyphenyl)-2-propenoate (9), (2Z)-3,7-dimethyl-2,6-octadienyl (E)-3- (4-hydroxy-3,5-dimethoxyphenyl)-2-propenoate (10) and (2E,6E)-3,7,11- trimethyl-2,6,10-dodecatrienyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)-2- propenoate (11) by extensive NMR studies.