Hardjono Sastrohamidjojo

SYNTHESIS OF SAFRYL KETONE FROM SAFROLE

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 ( H-NMR) and Mass Spectroscopy (MS).

Complete Chemo Type of Three Species of Basils (Ocimum basilicum) Grown in Indonesia

Abstract The three species of basil (Ocimum basilicum) i.e. lemon basil (O. citriodorum), purple basil (O. canum) and green basil (O. violaceum) had been analyzed to derived their complete chemo type. Ten series of time difference in wilting of aerial part of basil were plotted in different harvesting period. Each accession of Ocimum species underwent air dried preparations varying from 0 day (fresh) to 4 months (very dry), respectively. Steam distillation was subjected in each process to collect an essential oil state. The analysis of chemical components was conducted using Gas chromatography/Mass spectrometry (GC-MS). Results was obtained by analysis of similar compounds that found during series of wilting time. The frequence (in percentage) of their appearance used as a basis of complete chemo type determination. The complete chemo type of lemon basil, purple basil, and green basil suggested to be listed as major compound followed by minor constituents set in descending order of concentrations. The complete chemo type of lemon basil could be written as : trans-citral > cis-citral>cis-α-bisabolene>(-)-caryophyllene oxide>trans-caryophyllene>α-bergamotene >(E)-β-farnesene > germacrene D>β-bisabolene>β-sesqui phellandrene; also for purple basil : methyl eugenol>1,8-cineole>germacrene-D>β-elemene>δ-guaiene>camphor>germacrene-B>l-linalool>α-guaiene>α-humulene>α- copaene>bornyl acetate; and for green basil : methyl chavicol>methyl eugenol>1,8-cineole>α-amorphene > β-elemene>trans-caryophyllene>α-bergamotene. This result could be used as accomplished of chemo taxonomy or solving a taxonomical problem in basils.

SYNTHESIS of 3.4-METHYLENEDIOXYPHENYL-2-PROPANONE from SAFROLE

The Synthesis of 3.4-methylenedioxyphenyl-2-propanone from safrole has been achieved through conversion of allyl group to secondary alcohol, followed by oxidation with pyridinium chlorochromate(PCC). The secondary alcohol has been achieved by two methods. The first method was formic acid adition reaction, followed by hydrolysis in aqueous ethanolic solution of potassium hydroxide. The second method was the oxymercuration-demercuration reaction of safrole. The addition reaction of safrole with formic acid yield safrylformate (34,70%). The hydrolysis of safrylformate with 3M KOH produced safrylalchohol (73,29%). The oxymercuration-demercuration reaction of safrole with Hg(OAc)2-NaBH4 gave (74,37%) of safrylalcohol. The oxidation of safryalcohol with PCC gave 3.4-methylenedioxyphenyl-2propanone as a main target in 71,83%. The structure elucidations of these products were analyzed by FTIR , H-NMR, CNMR and MS. Keyword: 3.4-methylenedioxyphenyl-2-propanone; safrole