I Made Sudarma
Laboratory of Chemistry, Faculty of Mathematics and Natural Sciences, Mataram University Jl. Majapahit 62 Mataram 83125

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SYNTHESIS OF 4-ALLYL-2-METHOXY-6-AMINOPHENOL FROM NATURAL EUGENOL I Made Sudarma; Maria Ulfa; Sarkono Sarkono
Indonesian Journal of Chemistry Vol 9, No 1 (2009)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (1205.072 KB) | DOI: 10.22146/ijc.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.