| Identification | Back Directory | [Name]
BENZOFURAN-3-CARBALDEHYDE | [CAS]
4687-25-6 | [Synonyms]
RARECHEM AK ML 0128
3-Formylbenzo[b]furan
3-Benzofurancarbaldehyde
BENZOFURAN-3-CARBALDEHYDE
3-Benzofurancarboxaldehyde
Benzofuran-3-carboxaldehyde
1-Benzofuran-3-carbaldehyde
benzofuran-3-carbaldehyde | [Molecular Formula]
C9H6O2 | [MDL Number]
MFCD03412541 | [MOL File]
4687-25-6.mol | [Molecular Weight]
146.14 |
| Chemical Properties | Back Directory | [Melting point ]
39℃ (ligroine ) | [Boiling point ]
165℃ (18 Torr) | [density ]
1.238±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [form ]
Solid | [color ]
White to yellow |
| Hazard Information | Back Directory | [Uses]
Benzofuran-3-carbaldehyde is a bioactive chemical, and can be used for the synthesis of active compound[1]. | [Synthesis]
The general procedure for the synthesis of 3-formylbenzofuran from 3-methylbenzofuran was as follows: 3-methylbenzofuran (200 mg, 0.19 mL, 1.5 mmol) and selenium dioxide (SeO2, 200 mg, 1.8 mmol, 1.2 eq.) were suspended in 1,4-dioxane (3 mL) and heated and refluxed for 24 hours. Upon completion of the reaction, the reaction mixture was allowed to cool to room temperature, diluted with ethyl acetate/hexane (2:1 v/v, 10 mL), and filtered through a short silica gel plug to remove the selenium residue. The silica gel plugs were washed with ethyl acetate (2 x 3 mL), and the organic filtrates were combined and evaporated to dryness. Purification by silica gel column chromatography (eluent: hexane/ethyl acetate 96:4) afforded the yellow oily product 3-formylbenzofuran (162 mg, 1.1 mmol, 74% yield). The product was characterized by 1H NMR (300 MHz, CDCl3): δ 10.18 (s, 1H), 8.26 (s, 1H), 8.19 (m, 1H), 7.54 (m, 1H), 7.41 (m, 2H); ESI-MS m/z = 147.0 ([MH]+), calculated value C9H7O2 = 147.04. | [storage]
4°C, stored under nitrogen | [References]
[1] Bolling BW, et al. Phenolic derivatives from soy flour ethanol extract are potent in vitro quinone reductase (QR) inducing agents. J Agric Food Chem. 2008 Nov 26;56(22):10473-80. DOI:10.1021/jf801541t |
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