Synthesis of Some Cinnamic Acid Derivatives: Effect of Groups Attached on Aromatic Ring to the Reactivity of Benzaldehyde
Year: 2010
Type: article
Abstract: Synthesis of cinnamic acid and its six derivatives has been done by employing Knoevenagel reaction. Benzaldehyde, 4-butylbenzaldehyde, 4-t-butylbenzaldehyde, 4-butoxybenzaldehyde, 4-phenylbenzaldehyde, 5-bromo-2,4-dimethoxybenzaldehyde, and 5-bromo-2,3-dimethoxybenzaldehyde were reacted with malonic acid in pyridine – piperidine to give cinnamic acid (85,3%), 4-butylcinnamic acid (69,3%), 4-t-butylcinnamic acid (77,7%), 4-butoxycinnamic acid (64,5%), 4-phenylcinnamic acid (65,5%), 5-bromo-2,4-dimethoxycinnamic acid (53,2%) and 5-bromo-2,4-dimethoxycinnamic acid (57,2%), respectively. It was disclosed that 4-alkyl, 4-alkoxy, 4-aryl, dan 2-alkoxy groups decrease the reactivity of carbonyl carbon of benzaldehyde. Keywords: cinnamic acid, cinnamic acid derivatives, Knoevenagel reaction
Source: Indonesian Journal of Chemistry
DOI: 10.22146/ijc.21626
Authors: Marcellino Rudyanto, Lanny Hartanti
Institution: Universitas Katolik Widya Mandala Surabaya
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: gold
Estimated APC paid: $300
OpenAlex ID: W2118296664