Preprint Short Note Version 1 This version is not peer-reviewed

Trans-11-(3,4-Dimethoxyphenyl)-2,3,8,9-tetramethoxy-6-oxo-11,12-dihydro-6H-dibenzo[c,h]chromene-12-carboxylic Acid

Version 1 : Received: 5 November 2024 / Approved: 5 November 2024 / Online: 5 November 2024 (15:14:25 CET)

How to cite: Angelov, V.; Stoyanova, S.; Bogdanov, M. G. Trans-11-(3,4-Dimethoxyphenyl)-2,3,8,9-tetramethoxy-6-oxo-11,12-dihydro-6H-dibenzo[c,h]chromene-12-carboxylic Acid. Preprints 2024, 2024110304. https://doi.org/10.20944/preprints202411.0304.v1 Angelov, V.; Stoyanova, S.; Bogdanov, M. G. Trans-11-(3,4-Dimethoxyphenyl)-2,3,8,9-tetramethoxy-6-oxo-11,12-dihydro-6H-dibenzo[c,h]chromene-12-carboxylic Acid. Preprints 2024, 2024110304. https://doi.org/10.20944/preprints202411.0304.v1

Abstract

The title compound, trans-11-(3,4-dimethoxyphenyl)-2,3,8,9-tetramethoxy-6-oxo-11,12-dihydro-6H-dibenzo[c,h]chromene-12-carboxylic acid (4), was synthesized for the first time via a two-step protocol from 3,4-dimethoxyhomophthalic anhydride (1) and 3,4-dimethoxybenzaldehyde (DMBA). In the first step, 1 reacts with DMBA to give trans-3-(3,4-dimethoxyphenyl)-6,7-dimethoxy-1-oxo-3,4-dihydro-1H-2-benzopyran-4-carboxylic acid (2), which further reacts with additional two equivalents of 1 to give 4. Compound 4 was characterized by means of spectral methods - 1H-, 13C-, DEPT-135-NMR, and HRMS.

Keywords

6H-dibenzo[c,h]chromenes; domino reaction; anhydride; methoxy groups

Subject

Chemistry and Materials Science, Organic Chemistry

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