SYNTHESIS OF ANALOG L--METIL-DOPA FROM EUGENOL
Synthesis of analog L--metil-Dopa from eugenol has been achieved through conversion of allyl group to ketone, followed by reaction with NH3 and KCN and by hydrolisis. The addition reaction of methyleugenol with formic acid yield methyleugenyl formate (60,69%). The hydrolis of methyileugenylformate...
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| Format: | Article |
| Language: | English |
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Department of Chemistry, Universitas Gadjah Mada
2010-06-01
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| Series: | Indonesian Journal of Chemistry |
| Online Access: | https://jurnal.ugm.ac.id/ijc/article/view/21788 |
| _version_ | 1818739290005307392 |
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| author | Hanoch J Sohilait Hardjono Sastrohamidjojo Sabirin Matsjeh J Stuart Grossert |
| author_facet | Hanoch J Sohilait Hardjono Sastrohamidjojo Sabirin Matsjeh J Stuart Grossert |
| author_sort | Hanoch J Sohilait |
| collection | DOAJ |
| description | Synthesis of analog L--metil-Dopa from eugenol has been achieved through conversion of allyl group to ketone, followed by reaction with NH3 and KCN and by hydrolisis. The addition reaction of methyleugenol with formic acid yield methyleugenyl formate (60,69%). The hydrolis of methyileugenylformate with KOH in aqaueous-ethanolic solution produced methyleugenyl alcohol (73,68%). The oxidation of methyleugenyl alcohol with PCC yield methyleugenyl ketone (67,71%). The reaction of methyleugenyl ketone with NH3 and KCN yield D,L--amino--(3,4-dimetoxybenzyl) propionitril (84,14%). The hydrolisis of D,L--amino--(3,4-dimetoxybenzyl) propionitril with concentrated hydrochloric acid gave Analog L--metil-Dopa as a main target (91,98%). The structure elucidation of these products were analyzed by FTIR, 1H-NMR, 13C-NMR and MS
Keywords: Analog L--metil-Dopa; eugenol. |
| first_indexed | 2024-12-18T01:22:29Z |
| format | Article |
| id | doaj.art-384374587d944acaba94564df4f29858 |
| institution | Directory Open Access Journal |
| issn | 1411-9420 2460-1578 |
| language | English |
| last_indexed | 2024-12-18T01:22:29Z |
| publishDate | 2010-06-01 |
| publisher | Department of Chemistry, Universitas Gadjah Mada |
| record_format | Article |
| series | Indonesian Journal of Chemistry |
| spelling | doaj.art-384374587d944acaba94564df4f298582022-12-21T21:25:47ZengDepartment of Chemistry, Universitas Gadjah MadaIndonesian Journal of Chemistry1411-94202460-15782010-06-015319820210.22146/ijc.2178814886SYNTHESIS OF ANALOG L--METIL-DOPA FROM EUGENOLHanoch J Sohilait0Hardjono Sastrohamidjojo1Sabirin Matsjeh2J Stuart Grossert3epartment of Chemistry, Faculty of Mathematics and Natural Sciences Pattimura University, Kampus PGSD, AmbonDepartment of Chemistry, Faculty of Mathematics and Natural Sciences Gadjah Mada University, Sekip Utara YogyakartaDepartment of Chemistry, Faculty of Mathematics and Natural Sciences Gadjah Mada University, Sekip Utara Yogyakartaepartment of Chemistry, Dalhousie University Nova Scotia, CanadaSynthesis of analog L--metil-Dopa from eugenol has been achieved through conversion of allyl group to ketone, followed by reaction with NH3 and KCN and by hydrolisis. The addition reaction of methyleugenol with formic acid yield methyleugenyl formate (60,69%). The hydrolis of methyileugenylformate with KOH in aqaueous-ethanolic solution produced methyleugenyl alcohol (73,68%). The oxidation of methyleugenyl alcohol with PCC yield methyleugenyl ketone (67,71%). The reaction of methyleugenyl ketone with NH3 and KCN yield D,L--amino--(3,4-dimetoxybenzyl) propionitril (84,14%). The hydrolisis of D,L--amino--(3,4-dimetoxybenzyl) propionitril with concentrated hydrochloric acid gave Analog L--metil-Dopa as a main target (91,98%). The structure elucidation of these products were analyzed by FTIR, 1H-NMR, 13C-NMR and MS Keywords: Analog L--metil-Dopa; eugenol.https://jurnal.ugm.ac.id/ijc/article/view/21788 |
| spellingShingle | Hanoch J Sohilait Hardjono Sastrohamidjojo Sabirin Matsjeh J Stuart Grossert SYNTHESIS OF ANALOG L--METIL-DOPA FROM EUGENOL Indonesian Journal of Chemistry |
| title | SYNTHESIS OF ANALOG L--METIL-DOPA FROM EUGENOL |
| title_full | SYNTHESIS OF ANALOG L--METIL-DOPA FROM EUGENOL |
| title_fullStr | SYNTHESIS OF ANALOG L--METIL-DOPA FROM EUGENOL |
| title_full_unstemmed | SYNTHESIS OF ANALOG L--METIL-DOPA FROM EUGENOL |
| title_short | SYNTHESIS OF ANALOG L--METIL-DOPA FROM EUGENOL |
| title_sort | synthesis of analog l metil dopa from eugenol |
| url | https://jurnal.ugm.ac.id/ijc/article/view/21788 |
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