SYNTHESIS OF SECONDARY ALCOHOL COMPOUNDS FROM SAFROLE AND METHYLEUGENOL

https://doi.org/10.22146/ijc.21885

Hanoch J Sohilait(1*), Hardjono Sastrohamidjojo(2), Sabirin Matsjeh(3)

(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
(*) Corresponding Author

Abstract


Synthesis of secondary alcohols compound from safrole and methyleugenol has been achieved through conversion of allyl group to alcohol.The reaction of safrole and methyleugenol with mercuric acetate in aqueous tetrahydrofuran, followed by in situ reduction of the mercurial intermediate by alkaline sodium borohydride produced secondary alcohol namely safryl alcohol (71.25%) and methyleugenil alcohol (65.56%). The structure elucidation of these products were analyzed by FTIR, 1H-NMR, 13C-NMR and MS.


Keywords


Secondary alcohols; safrole; methyleugenol

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References

[1] Sohilait, H.J., Sastrohamidjojo, S., Sabirin, M., and Grossert, J.S., 2001, Indo. J. Chem., 1, 2, 145-148.

[2] 2. Brown, H.C and Lynch, G.J, 1981; J. Org. Chem, Vol. 46, No. 3, 531-538.

[3] 3. Solomons, T.W.G, 1997; Fundamentals of Organic Chemistry, Fifth edition, John Wiley and Sons, Inc,

[4] 4. Brown, H.C and Geoghegen, Jr, P.J, 1970; J. Org. Chem, Vol. 6, 1844-1850.



DOI: https://doi.org/10.22146/ijc.21885

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Indonesian Journal of Chemistry (ISSN 1411-9420 /e-ISSN 2460-1578) - Chemistry Department, Universitas Gadjah Mada, Indonesia.

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