Preprint Short Note Version 1 Preserved in Portico This version is not peer-reviewed

(E)-6-Hydroxy-2-Oxo-2H-Chromen-7-Yl 3-(4-Hydroxy-3-Methoxyphenyl)acrylate

Version 1 : Received: 8 May 2023 / Approved: 9 May 2023 / Online: 9 May 2023 (07:50:21 CEST)

A peer-reviewed article of this Preprint also exists.

Song, Y.-H. (E)-6-Hydroxy-2-oxo-2H-chromen-7-yl 3-(4-hydroxy-3-methoxyphenyl)acrylate. Molbank 2023, 2023, M1656. Song, Y.-H. (E)-6-Hydroxy-2-oxo-2H-chromen-7-yl 3-(4-hydroxy-3-methoxyphenyl)acrylate. Molbank 2023, 2023, M1656.

Abstract

A conjugate compound 5, (E)-6-hydroxy-2-oxo-2H-chromen-7-yl 3-(4-hydroxy-3-methoxyphenyl)acrylate, of 6,7-hydroxycoumarin (esculetin) 3 and (E)-3-(4-hydroxy-3-methoxyphenyl)- acrylic acid (ferulic acid) 1 was prepared in 61% yield by the esterification reaction of a protected ferulic acid 2a with esculetin 3 in the presence of triethylamine in dichloromethane for 3 h, followed by deprotection using 3M HCl. The structure of compound 5 was confirmed by 1H, 13C NMR spectroscopy, mass-spectrometry and elemental analysis.

Keywords

coumarin; esculetin; ferulic acid; esterification; antioxidant

Subject

Chemistry and Materials Science, Organic Chemistry

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