ChemicalBook > CAS DataBase List > 4-(5-FORMYL-FURAN-2-YL)-BENZOIC ACID METHYL ESTER

4-(5-FORMYL-FURAN-2-YL)-BENZOIC ACID METHYL ESTER

Product Name
4-(5-FORMYL-FURAN-2-YL)-BENZOIC ACID METHYL ESTER
CAS No.
53355-29-6
Chemical Name
4-(5-FORMYL-FURAN-2-YL)-BENZOIC ACID METHYL ESTER
Synonyms
Methyl 4-(5-formylfuran-2-yl)benzoate;Benzoic acid, 4-(5-formyl-2-furanyl)-, methyl ester;4-(5-formyl-2-furanyl)-Benzoic acid methyl ester (9CI ACI);Benzoic acid, 4-(5-formyl-2-furanyl)-, methyl ester (9CI, ACI)
CBNumber
CB61490257
Molecular Formula
C13H10O4
Formula Weight
230.22
MOL File
53355-29-6.mol
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4-(5-FORMYL-FURAN-2-YL)-BENZOIC ACID METHYL ESTER Property

Melting point:
148-150 °C
Boiling point:
394.7±37.0 °C(Predicted)
Density 
1.230±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
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Safety

HazardClass 
IRRITANT
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
M305518
Product name
Methyl4-(5-formylfuran-2-yl)benzoate
Packaging
100mg
Price
$45
Updated
2021/12/16
TRC
Product number
M305518
Product name
Methyl4-(5-formylfuran-2-yl)benzoate
Packaging
500mg
Price
$130
Updated
2021/12/16
Matrix Scientific
Product number
019433
Product name
4-(5-Formyl-furan-2-yl)-benzoic acid methyl ester
Packaging
1g
Price
$378
Updated
2021/12/16
AK Scientific
Product number
W6781
Product name
Methyl4-(5-formylfuran-2-yl)benzoate
Packaging
5g
Price
$484
Updated
2021/12/16
AK Scientific
Product number
W6781
Product name
Methyl4-(5-formylfuran-2-yl)benzoate
Packaging
10g
Price
$757
Updated
2021/12/16
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4-(5-FORMYL-FURAN-2-YL)-BENZOIC ACID METHYL ESTER Chemical Properties,Usage,Production

Synthesis

1899-24-7

99768-12-4

53355-29-6

To 5-bromo-2-furancarboxaldehyde (2.43 g, 13.9 mmol) and 4-methoxycarbonylphenylboronic acid (2.50 g, 13.9 mmol) were added tris(dibenzylideneacetone)palladium(0) (192 mg, 0.2 mmol), potassium fluoride (2.42 g), and hexane solution of tri-tertiary-butylphosphine (10 wt.%. 101 mg, 0.5 mmol). The reaction mixture was heated at 65-70°C for 4 hours. After completion of the reaction, the mixture was cooled to room temperature and diluted with dichloromethane (150 mL). After stirring for 10 minutes, the mixture was filtered through diatomaceous earth and the filtrate was concentrated under reduced pressure. The residue was purified by fast silica gel chromatography using ethyl acetate-hexane (1:1) as eluent to afford the target product methyl 4-(5-formyl-2-furyl)benzoate (2.6 g, 81% yield). The 1H NMR (300 MHz, CDCl3) data of the product were as follows: δ 9.70 (s, 1H), 8.10 (d, 2H), 7.90 (d, 2H), 7.35 (d, 1H), 6.95 (d, 1H), 3.98 (s, 3H).

References

[1] Patent: WO2006/66846, 2006, A1. Location in patent: Page/Page column 11; 12
[2] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 9, p. 1562 - 1565
[3] European Journal of Medicinal Chemistry, 2015, vol. 101, p. 63 - 70

4-(5-FORMYL-FURAN-2-YL)-BENZOIC ACID METHYL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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