Basic information Safety Supplier Related

BENZOFURAN-3-CARBALDEHYDE

Basic information Safety Supplier Related

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
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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
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Safety Information

HS Code 
2932990090
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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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