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| | 2,3-Dihydro-1-benzofuran-2-carboxylic acid Basic information |
| Product Name: | 2,3-Dihydro-1-benzofuran-2-carboxylic acid | | Synonyms: | 2,3-DIHYDRO-1-BENZOFURAN-2-CARBOXYLIC ACID;2,3-DIHYDRO-BENZOFURAN-2-CARBOXYLIC ACID;AKOS BBS-00006837;2,3-Dihydro-1-Benzofurane-2-CarboxylicAcid;2,3-Dihydrobenzo[b]furan-2-carboxylic acid;2-Benzofurancarboxylic acid, 2,3-dihydro-;2,3-Dihydro-1-benzofuran-2-carboxylic acid, 2-Carboxy-2,3-dihydrobenzo[b]furan;(2-methyl-3-imidazo[1,2-a]pyridinyl)methanol | | CAS: | 1914-60-9 | | MF: | C9H8O3 | | MW: | 164.16 | | EINECS: | | | Product Categories: | Benzodiozoles, Benzodioxines & Benzodioxepines;Carboxylic Acids;Benzodiozoles, Benzodioxines & Benzodioxepines;Carboxylic Acids | | Mol File: | 1914-60-9.mol |  |
| | 2,3-Dihydro-1-benzofuran-2-carboxylic acid Chemical Properties |
| Melting point | 116-118 | | Boiling point | 340.5±31.0 °C(Predicted) | | density | 1.347±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C | | form | solid | | pka | 3.17±0.20(Predicted) | | color | White to off-white |
| | 2,3-Dihydro-1-benzofuran-2-carboxylic acid Usage And Synthesis |
| Chemical Properties | White solid | | Uses | This compound is the starting material in the synthesis of (dihydro)benzofuran-2-carboxylic acid N-(substituted)phenylamide derivatives as anticancer agents. | | Synthesis Reference(s) | Journal of Heterocyclic Chemistry, 24, p. 495, 1987 DOI: 10.1002/jhet.5570240236 | | Synthesis | a) Synthesis of (R,S)-2,3-dihydro-benzofuran-2-carboxylic acid (54a): commercially available benzofuran-2-carboxylic acid (Aldrich Chemical Company, 27 g, 167.7 mmol) was dissolved in ethyl acetate (300 mL). The hydrogenation reaction was catalyzed by 10% Pd/C (20 g) at 65-70 psi hydrogen pressure for 2 days. Upon completion of the reaction, the catalyst was removed by filtration and the solvent was evaporated. A solvent mixture of ethyl acetate-hexane (1:6) was added to the residue for recrystallization. Filtration afforded benzodihydrofuran-2-carboxylic acid as a crystalline solid (20.23 g, 74% yield). Melting point: 116-117 °C. 1H NMR (300 MHz, CDCl3) δ: 11.05 (brs, 1H), 7.17 (m, 2H), 6.91 (m, 2H), 5.24 (dd, 1H), 3.63 (dd, 1H), 3.42 (dd, 1H). | | References | [1] Patent: US2005/54630, 2005, A1. Location in patent: Page/Page column 42
[2] Justus Liebigs Annalen der Chemie, 1883, vol. 216, p. 169
[3] Chemische Berichte, 1906, vol. 39, p. 496
[4] Farmaco, 1998, vol. 53, # 12, p. 764 - 772
[5] Patent: US2008/200540, 2008, A1. Location in patent: Page/Page column 18 |
| | 2,3-Dihydro-1-benzofuran-2-carboxylic acid Preparation Products And Raw materials |
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