BENZOFURAN-3-CARBALDEHYDE
BENZOFURAN-3-CARBALDEHYDE Basic information
- Product Name:
- BENZOFURAN-3-CARBALDEHYDE
- Synonyms:
-
- RARECHEM AK ML 0128
- BENZOFURAN-3-CARBALDEHYDE
- 3-Benzofurancarbaldehyde
- 1-Benzofuran-3-carbaldehyde
- 3-Benzofurancarboxaldehyde
- Benzofuran-3-carboxaldehyde
- 3-Formylbenzo[b]furan
- benzofuran-3-carbaldehyde
- CAS:
- 4687-25-6
- MF:
- C9H6O2
- MW:
- 146.14
- Product Categories:
-
- API intermediate
- Mol File:
- 4687-25-6.mol
BENZOFURAN-3-CARBALDEHYDE Chemical Properties
- 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
BENZOFURAN-3-CARBALDEHYDE Usage And Synthesis
Uses
Benzofuran-3-carbaldehyde is a bioactive chemical, and can be used for the synthesis of active compound[1].
Synthesis
21535-97-7
4687-25-6
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.
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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BENZOFURAN-3-CARBALDEHYDE(4687-25-6)Related Product Information
- ETHYL 2-METHYL-4,5,6,7-TETRAFLUOROBENZOFURAN-3-CARBOXYLATE
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- 5-HYDROXY-2-METHYL-BENZOFURAN-3-CARBOXYLIC ACID
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- ETHYL 4-[(DIMETHYLAMINO)METHYL]-5-HYDROXY-2-PHENYL-1-BENZOFURAN-3-CARBOXYLATE HYDROCHLORIDE
- N3-(3-CHLORO-4-FLUOROPHENYL)-4,5,6,7-TETRAFLUORO-2-METHYLBENZO[B]FURAN-3-CARBOXAMIDE
- 5-HYDROXY-2-METHYL-BENZOFURAN-3-CARBOXYLIC ACID ETHYL ESTER
- 2,4-DICHLOROPHENYL 4,5,6,7-TETRAFLUORO-2-METHYLBENZO[B]FURAN-3-CARBOXYLATE
- 4,5,6,7-TETRAFLUORO-2-METHYL-1-BENZOFURAN-3-CARBOXYLIC ACID
- diethyl 2,6-dimethylfuro[2,3-f][1]benzofuran-3,7-dicarboxylate
- N3-[3,5-DI(TRIFLUOROMETHYL)PHENYL]-4,5,6,7-TETRAFLUORO-2-METHYLBENZO[B]FURAN-3-CARBOXAMIDE
- CHEMBRDG-BB 5169029