(R/S)-Ethyl 2-acetoxy-4-phenyl-4H-chromene-3-carboxylate

Nevena I. Petkova-Yankova; Ana I. Koleva; Rositca D. Nikolova

doi:10.20944/preprints202408.1042.v1

Preprint Short Note Version 1 This version is not peer-reviewed

Version 1 : Received: 13 August 2024 / Approved: 14 August 2024 / Online: 15 August 2024 (08:54:22 CEST)

Abstract: A simple protocol for preparation of O-acylated enol form - (R/S)-ethyl-2-acetoxy-4-phenyl-4H-chromene-3-carboxylate 5 was presented. The compound was characterized by 1H-, 13C-and DEPT135 NMR spectra, including {1H,1H} COSY, {1H,13C} HSQC, {1H,13C} HMBC and 2D-NOESY spectra. The preferred regioselectivity for O-acylation of 3,4-dihydrocoumarin 5 in the presence of substituent in 4-th position in the chroman ring and accounting the steric hindrance of the ester group in 3-th place was confirmed.

4H-chromens; coumarins; enol form; O-acylation

Chemistry and Materials Science, Organic Chemistry

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(R/S)-Ethyl 2-acetoxy-4-phenyl-4H-chromene-3-carboxylate

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