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Croatica Chemica Acta, Vol. 89 No. 4, 2016.

Izvorni znanstveni članak

https://doi.org/10.5562/cca3016

HPLC Monitoring of Acid Catalyzed Conversion of 7-Ethyltryptophol to Methyl Ester of Etodolac

Iva Habinovec ; Department of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102a, HR-10000 Zagreb, Croatia
Željka Car ; Department of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102a, HR-10000 Zagreb, Croatia
Rosana Ribić ; Department of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102a, HR-10000 Zagreb, Croatia
Nives Galić orcid id orcid.org/0000-0002-0958-1791 ; Department of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102a, HR-10000 Zagreb, Croatia
Predrag Novak ; Department of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102a, HR-10000 Zagreb, Croatia
Ernest Meštrović ; PLIVA TEVA Croatia, Prilaz Baruna Filipovića 29, HR-10000 Zagreb, Croatia
Srđanka Tomić ; Department of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102a, HR-10000 Zagreb, Croatia

Puni tekst: engleski pdf 672 Kb

str. 549-553

preuzimanja: 2.509

citiraj

Sažetak

Small scale experimental model for the preparation of methyl ester of etodolac, the key intermediate in the synthesis of nonsteroidal drug etodolac, is thoroughly investigated in order to define the key parameters needed for its large scale production. Oxa-Pictet-Spengler reaction of 7-ethyltryptophol and methyl 3-oxopentanoate with inorganic acids as catalysts was monitored over time using HPLC method with UV detection. HPLC method for the simultaneous determination of 7-ethyltryptophol and the product was developed first. The conversion of 7-ethyltryptophol to etodolac precursor was performed using different molar equivalents of acid (1-5 with respect to the β-ketoester) and starting 7-ethyltryptophol of different degrees of purity. Kinetic profiles and optimal reaction times were in each case defined and key parameters selected.

Ključne riječi

HPLC method; kinetic profile; Oxa-Pictet-Spengler reaction; etodolac methyl ester

Hrčak ID:

180780

URI

https://hrcak.srce.hr/180780

Datum izdavanja:

19.12.2016.

Posjeta: 3.589 *