Synthesis of 4-allyl-2-methoxy-6-aminophenol from natural eugenol

Sudarma, I Made and Ulfa, Maria and Sarkono, Sarkono (2009) Synthesis of 4-allyl-2-methoxy-6-aminophenol from natural eugenol. Indonesian Journal of Chemistry, 9 (1). pp. 84-86. ISSN 1411-9420/2460-1578

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Official URL: https://journal.ugm.ac.id/ijc/article/view/21566

Abstract

The aim of this preliminary research was to synthesize derivatives of eugenol such as 4-allyl-2-methoxy-6-nitrophenol (2) and 4-allyl-2-methoxy-6-aminophenol (3). The result could be used as a reference on the transformation of eugenol to its derivatives. Theoriticaly nitration of eugenol (1) by nitric acid could produced 4-allyl-2-methoxy-6-nitrophenol (2) and followed by reduction could achieved 4-allyl-2-mehtoxy-6-aminophenol (3). The formation of this product was analyzed by analytical thin layer chromatography (TLC) and GC-MS. These analysis showed the formation of product (2) and (3) were visible. TLC showed product (1) less polar than eugenol and gave orange colour, and supported by GC-MS which showed molecular ion at m/z 209 due to the presence of -NO2 by replacing one H at 6 position of eugenol. Product (3) was afforded by reduction of (2) with Sn/HCl and tlc analysis showed compound (3) more polar than eugenol (1) and (2) and supported by GC-MS which showed molecular ion at m/z 179 due to the presence of -NH2.

Item Type: Article
Subjects: Q Science > QD Chemistry
Divisions: Fakultas Matematika dan ilmu Pengetahuan Alam
Depositing User: Dr Maria Ulfa
Date Deposited: 21 Jul 2023 00:50
Last Modified: 21 Jul 2023 00:50
URI: http://eprints.unram.ac.id/id/eprint/41486

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