Walisongo Journal of Chemistry
Vol. 7 No. 2 (2024): Walisongo Journal of Chemistry

Study of Synthesis of Ethyl-2-(4-Allyl-2-Methoxyphenoxy)Acetate in Polar Aprotic Solvents

Fadlan, Arif (Unknown)
Masitoh, Heni (Unknown)
Niadisti, Bella Ratih Apsari (Unknown)
Khusnayaini, Intan Ali (Unknown)
Agustin, Lela (Unknown)
Roshuna, Jean Fitriani (Unknown)



Article Info

Publish Date
31 Dec 2024

Abstract

Eugenol, a phenol-derived aromatic allylbenzene compound, exhibits a wide spectrum of biological activities (antifungal, antibacterial, antioxidant, analgesic, and antiseptic) and is an active ingredient in various hygiene products. It contains three reactive groups (hydroxy, allyl, and methoxy) and undergoes several reactions, including alkylation. The modification of the hydroxyl group of eugenol through alkylation has been performed using different alkylating agents. Alkylation has been carried out in various solvents (benzene, acetonitrile, methanol, and water) and at diverse temperatures. Hence, the investigation of this alkylation reaction on eugenol remains challenging. Correspondingly, the present study investigated the alkylation of eugenol by ethyl chloroacetate in polar aprotic solvents (N,N-dimethylformamide, dimethyl sulfoxide, acetonitrile, and tetrahydrofuran) at temperatures ranging from 0°C to room temperature. The product, ethyl 2-(4-allyl-2-methoxyphenoxy)acetate (3), was obtained in yields of 91%, 51%, and 47% using DMF, DMSO, and CH3CN, respectively. The product's structure was confirmed by NMR, IR spectroscopy, and HRESIMS analysis.

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Journal Info

Abbrev

wjc

Publisher

Subject

Chemistry

Description

Walisongo journal of chemistry is a peer reviewed and open access journal published by Chemistry Department, faculty of Science and Technology, UIN Walisongo Semarang. This journal covering all areas of chemistry including inorganic, organic, physic, analytic, biochemistry, and environmental ...