3-Ethoxycarbonyl-1,4-benzodioxin-2-carboxylic Acid
3-Ethoxycarbonyl-1,4-benzodioxin-2-carboxylic acid, a novel 2,3-disubstituted benzodioxin, was prepared from readily available 1,4-benzodioxin-2-carboxylic acid by lithiation at C(3) and a reaction with the electrophile ethyl chloroformate. The analytical characterization of the product was performe...
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| Format: | Article |
| Language: | English |
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MDPI AG
2024-08-01
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| Series: | Molbank |
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| Online Access: | https://www.mdpi.com/1422-8599/2024/3/M1873 |
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| author | Edoardo Armano Alessandro Giraudo Camillo Morano Marco Pallavicini Cristiano Bolchi |
| author_facet | Edoardo Armano Alessandro Giraudo Camillo Morano Marco Pallavicini Cristiano Bolchi |
| author_sort | Edoardo Armano |
| collection | DOAJ |
| description | 3-Ethoxycarbonyl-1,4-benzodioxin-2-carboxylic acid, a novel 2,3-disubstituted benzodioxin, was prepared from readily available 1,4-benzodioxin-2-carboxylic acid by lithiation at C(3) and a reaction with the electrophile ethyl chloroformate. The analytical characterization of the product was performed via IR, <sup>1</sup>H-NMR, <sup>13</sup>C-NMR, HRMS, and HPLC-UV. Due to the unsymmetrically disubstituted unsaturation, the obtained monoester of 1,4-benzodioxin-2,3-dicarboxylic acid is a building block of great potential in the synthesis of a variety of compounds containing the benzodioxin or benzodioxane scaffold. |
| format | Article |
| id | doaj-art-e69c878a33374adab221a2f00b26510c |
| institution | OA Journals |
| issn | 1422-8599 |
| language | English |
| publishDate | 2024-08-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molbank |
| spelling | doaj-art-e69c878a33374adab221a2f00b26510c2025-08-20T01:55:42ZengMDPI AGMolbank1422-85992024-08-0120243M187310.3390/M18733-Ethoxycarbonyl-1,4-benzodioxin-2-carboxylic AcidEdoardo Armano0Alessandro Giraudo1Camillo Morano2Marco Pallavicini3Cristiano Bolchi4Dipartimento di Scienze Farmaceutiche, Università degli Studi di Milano, Via Mangiagalli 25, I-20133 Milano, ItalyDipartimento di Scienze Farmaceutiche, Università degli Studi di Milano, Via Mangiagalli 25, I-20133 Milano, ItalyDipartimento di Scienze Farmaceutiche, Università degli Studi di Milano, Via Mangiagalli 25, I-20133 Milano, ItalyDipartimento di Scienze Farmaceutiche, Università degli Studi di Milano, Via Mangiagalli 25, I-20133 Milano, ItalyDipartimento di Scienze Farmaceutiche, Università degli Studi di Milano, Via Mangiagalli 25, I-20133 Milano, Italy3-Ethoxycarbonyl-1,4-benzodioxin-2-carboxylic acid, a novel 2,3-disubstituted benzodioxin, was prepared from readily available 1,4-benzodioxin-2-carboxylic acid by lithiation at C(3) and a reaction with the electrophile ethyl chloroformate. The analytical characterization of the product was performed via IR, <sup>1</sup>H-NMR, <sup>13</sup>C-NMR, HRMS, and HPLC-UV. Due to the unsymmetrically disubstituted unsaturation, the obtained monoester of 1,4-benzodioxin-2,3-dicarboxylic acid is a building block of great potential in the synthesis of a variety of compounds containing the benzodioxin or benzodioxane scaffold.https://www.mdpi.com/1422-8599/2024/3/M18733-ethoxycarbonyl-1,4-benzodioxin-2-carboxylic acid1,4-benzodioxinethyl chloroformatelithiationethoxycarbonylation |
| spellingShingle | Edoardo Armano Alessandro Giraudo Camillo Morano Marco Pallavicini Cristiano Bolchi 3-Ethoxycarbonyl-1,4-benzodioxin-2-carboxylic Acid Molbank 3-ethoxycarbonyl-1,4-benzodioxin-2-carboxylic acid 1,4-benzodioxin ethyl chloroformate lithiation ethoxycarbonylation |
| title | 3-Ethoxycarbonyl-1,4-benzodioxin-2-carboxylic Acid |
| title_full | 3-Ethoxycarbonyl-1,4-benzodioxin-2-carboxylic Acid |
| title_fullStr | 3-Ethoxycarbonyl-1,4-benzodioxin-2-carboxylic Acid |
| title_full_unstemmed | 3-Ethoxycarbonyl-1,4-benzodioxin-2-carboxylic Acid |
| title_short | 3-Ethoxycarbonyl-1,4-benzodioxin-2-carboxylic Acid |
| title_sort | 3 ethoxycarbonyl 1 4 benzodioxin 2 carboxylic acid |
| topic | 3-ethoxycarbonyl-1,4-benzodioxin-2-carboxylic acid 1,4-benzodioxin ethyl chloroformate lithiation ethoxycarbonylation |
| url | https://www.mdpi.com/1422-8599/2024/3/M1873 |
| work_keys_str_mv | AT edoardoarmano 3ethoxycarbonyl14benzodioxin2carboxylicacid AT alessandrogiraudo 3ethoxycarbonyl14benzodioxin2carboxylicacid AT camillomorano 3ethoxycarbonyl14benzodioxin2carboxylicacid AT marcopallavicini 3ethoxycarbonyl14benzodioxin2carboxylicacid AT cristianobolchi 3ethoxycarbonyl14benzodioxin2carboxylicacid |