SYNTHESIS OF p-METHOXY-CYNNAMIL- p-METOXYCINAMATE FROM ETHYL p-METHOXYCINAMAT WAS ISOLATED FROM DRIED RHIZOME   Kaempferia Galanga L AS SUNSCREEN COMPOUND

Titik Taufikkurohmah

doi:10.22146/ijc.21787

SYNTHESIS OF p-METHOXY-CYNNAMIL- p-METOXYCINAMATE FROM ETHYL p-METHOXYCINAMAT WAS ISOLATED FROM DRIED RHIZOME Kaempferia Galanga L AS SUNSCREEN COMPOUND

https://doi.org/10.22146/ijc.21787

Titik Taufikkurohmah^(1*)

(1) Department of Chemistry, Faculty of Mathematic & Natural Sciences, Surabaya State University, Jl. Ketintang Surabaya, Indonesia (60231)
(*) Corresponding Author

Abstract

Synthesis of p-methoxy-cynnamil-p-methoxy-cinnamate, (PMS)₂O from ethyl-p-methoxy-cinnamate (EPMS) from dry rhizome of kaempferia galanga L as sunscreen compound have been done. Isolation of EPMS was done by percholation using ethanol 96 % and recrystallitation using methanol to have 2.2 % yield. Hydrolysis of EPMS using alcoholic KOH resulted methoxycinnamic acid (APMS) of 90.26 % yield. Reduction EPMS using lithium aluminium hydride in dry ether would give p-methoxycinnamoyl alcohol (PMS-OH) of 41.98 % yield. Then reaction of p-methoxycinnamoyl chloride (PMS-Cl) and PMS-OH in chloroform would produce p-methoxycinnamoyl p-methoxycinnamate ((PMS)₂O) of 1.77 % yield. All compound were identified by TLC and several spectrometry methodes i.e. U.V Vis, IR, ¹H-NMR and GC-MS.

Keywords

esther cinnamate; sunscreen; Kaempferia galanga

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DOI: https://doi.org/10.22146/ijc.21787