Reaksi Substitusi Nukleofilik Ion Sianida dan Metoksida Terhadap Basa Mannich Kuarterner dari Vanilin
ABSTRACT: The nucleophilic
substitution reaction to quaternary Mannich base from vanillin has been
investigated. Mannich reaction to vanillin was carried out by refluxing mixture
of vanillin, formaldehyde and dimethyl amine. Quaternary ammonium halide salt
was obtained from reaction of Mannich vanillin base with methyl iodide in THF
solvents and yielded 93.28 %. Nucleophilic substituion to the halide salts with
cyanide nucleophile produced 4-hidroxy-3-methoxy-5-(cyano)methylbenzaldehyde in
54.39% yield. Reaction with methoxyde ion yielded 4-hydroxy-
3-methoxy-5-(methoxy) -methylbenzaldehyde in 67.80% yield. The nucleophilic
substitution reaction showed that trimethylamino substituent of quaternary
Mannich base can act as a good leaving group on nucleophilic substitution
reactions.
Penulis: Bambang Purwono,
Estiana R. P. Daruningsih
Kode Jurnal: jpkimiadd050039
