* Corresponding Author
SYNTHESIS OF SAFRYL KETONE FROM SAFROLE
https://doi.org/10.22146/ijc.21874 Hanoch J Sohilait(1*), Hardjono Sastrohamidjojo(2), Sabirin Matsjeh(3), J Stuart Grossert(4)
(1) Jurusan Kimia, FMIPA Universitas Pattimura, Ambon
(2) Chemistry Department, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Yogyakarta
(3) Chemistry Department, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Yogyakarta
(4) Department of Chemistry, Dalhousie University, Halifax, Nova Scotia
(*) Corresponding Author
Abstract
Synthesis of safryl ketone from safrole has been achieved through conversion of allyl group to secondary alcohol, followed by oxidation with PCC-Al2O3. The oxymecuration-demercuration reaction of safrole with HgSO4-NaBH4 yields safryl alcohol (66.38%) and the oxidation of safryl alcohol with PCC-Al2O3 yields safryl ketone (62.92%). The structure elucidation of these products was conducted using Fourier Transformed Infra Red Spectroscopy (FTIR), Proton-Nuclear Magnetic Resonance (1H-NMR) and Mass Spectroscopy (MS).
Keywords
Full Text:
Full Text PdfReferences
[1] French, L.G, 1995, J. Chem. Educ., Vol 72, No.6, 484-491.
[2] Sohilait, H. J, Sastrohamidjojo, H, Matsjeh, S dan Grossert, J.S, 2001, Indo. J. Chem., 1, 3, 145-148.
[3] Brown, H.C and Lynch, G.J, 1981, J. Org. Chem, Vol. 46, No. 3, 531-538.
[4] Brown, H.C and Geoghegen, Jr, P.J, 1970, J. Org. Chem, Vol. 6, 1844-1850.
[5] Corey,E.J and Suggs, J.W, 1975, tetrahedron letters, No.31, 2647-2650.
[6] Hudickly, M, 1990, Oxidation in Organic Chemistry; ACS Monograph 186, Washington, DC
DOI: https://doi.org/10.22146/ijc.21874
Article Metrics
Abstract views : 1656
| 
views : 2776
Copyright (c) 2010 Indonesian Journal of Chemistry
This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.
Indonesian Journal of Chemistry (ISSN 1411-9420 /e-ISSN 2460-1578) - Chemistry Department, Universitas Gadjah Mada, Indonesia.