Article Per Year (5 Year)
p-Index From 2021 - 2026
0.61
P-Index
This Author published in this journals
All Journal Walisongo Journal of Chemistry Jurnal Tumbuhan Obat Indonesia
Masitoh, Heni
Unknown Affiliation
Agriculture, Biological Sciences & Forestry Biochemistry, Genetics & Molecular Biology Chemistry Medicine & Pharmacology Public Health

Published : 3 Documents Claim Missing Document
Claim Missing Document
Check
Articles

Found 3 Documents
Search

 1 
Study of Synthesis of Ethyl-2-(4-Allyl-2-Methoxyphenoxy)Acetate in Polar Aprotic Solvents Fadlan, Arif; Masitoh, Heni; Niadisti, Bella Ratih Apsari; Khusnayaini, Intan Ali; Agustin, Lela; Roshuna, Jean Fitriani
Walisongo Journal of Chemistry Vol. 7 No. 2 (2024): Walisongo Journal of Chemistry
Publisher : Department of Chemistry Faculty of Science and Technology Walisongo

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.21580/wjc.v7i2.23970

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.
Study of Synthesis of Ethyl-2-(4-Allyl-2-Methoxyphenoxy)Acetate in Polar Aprotic Solvents Fadlan, Arif; Masitoh, Heni; Niadisti, Bella Ratih Apsari; Khusnayaini, Intan Ali; Agustin, Lela; Roshuna, Jean Fitriani
Walisongo Journal of Chemistry Vol. 7 No. 2 (2024): Walisongo Journal of Chemistry
Publisher : Department of Chemistry Faculty of Science and Technology UIN Walisongo

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.21580/wjc.v7i2.23970

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.
Modifikasi Struktur Eugenol Menjadi Etil 2-(4-Alil-2-Metoksifenoksi) Asetat Melalui Reaksi Alkilasi dengan Etil Kloroasetat Agistya, Hamida Azza; Fadlan, Arif; Masitoh, Heni
Jurnal Tumbuhan Obat Indonesia Vol. 18 No. 1 (2025): July 2025
Publisher : Universitas Tidar

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.31002/jtoi.v18i1.1045

Abstract

Eugenol, a natural product with broad and promising biological activity, possesses three reactive functional groups of hydroxyl, allyl, and methoxy, which can be transformed through chemical reactions into various derivatives. The reaction of eugenol and ethyl chloroacetate with a mole ratio of 1:1 has been reported to produce an alkylation product. However, the use of dry acetone as a solvent and the reflux condition for 12 hours were the drawbacks of this reaction. The structural modification of eugenol into ethyl 2-(4-allyl-2methoxyphenoxy) acetate as an alkylation product was further studied in this paper. The alkylation reaction of eugenol and ethyl chloroacetate was performed in dimethylformamide with a mole ratio of 6:10 (method A), 1:1 (method B), 1:4 (method C), and 1:4 (method D) at room temperature (methods A and D) and under reflux conditions (methods B and C). The results showed that the alkylation reaction with a mole ratio of 1:4 at room temperature (method D) produced ethyl 2-(4-allyl-2-methoxyphenoxy)acetate as a pure compound with a yield of 94%. The structure of the alkylation product was determined by FTIR, NMR spectroscopy, and mass analysis. Ethyl 2-(4-allyl-2-methoxyphenoxy)acetate is a key compound in the development of various eugenol-derived active compounds.
Co-Authors Agistya, Hamida Azza Agustin, Lela Fadlan, Arif Khusnayaini, Intan Ali Niadisti, Bella Ratih Apsari Roshuna, Jean Fitriani