ChemicalBook--->CAS DataBase List--->79213-60-8

79213-60-8

79213-60-8 Structure

79213-60-8 Structure
IdentificationBack Directory
[Name]

3-Chloro-biphenyl-4-carboxaldehyde
[CAS]

79213-60-8
[Synonyms]

3-Chloro-biphenyl-4-carboxaldehyde
3-Chloro-[1,1'-biphenyl]-4-carbaldehyde
3-Chloro[1,1'-biphenyl]-4-carboxaldehyde
[Molecular Formula]

C13H9ClO
[MDL Number]

MFCD23140929
[MOL File]

79213-60-8.mol
[Molecular Weight]

216.66
Chemical PropertiesBack Directory
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[Appearance]

White to off-white Solid
Spectrum DetailBack Directory
[Spectrum Detail]

3-Chloro-biphenyl-4-carboxaldehyde(79213-60-8)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-Chloro-4-bromobenzaldehyde

158435-41-7

Phenylboronic acid

98-80-6

3-Chloro-biphenyl-4-carboxaldehyde

79213-60-8

General procedure for the synthesis of 3-chloro-[1,1'-biphenyl]-4-carbaldehyde from 2-chloro-4-bromobenzaldehyde and phenylboronic acid: 4-bromo-2-chlorobenzaldehyde (2.19 g, 10.0 mmol) and phenylboronic acid (1.22 g, 10.0 mmol) were completely dissolved in tetrahydrofuran (50 mL), followed by the addition of 2M aqueous potassium carbonate (30 mL) and tetra( triphenylphosphine) palladium (Pd(PPh3)4, 231 mg, 0.2 mmol). The reaction mixture was stirred and refluxed for 5 hours. After completion of the reaction, it was cooled to room temperature and the resulting solid was collected by filtration. The solid was dissolved in chloroform, dried with anhydrous magnesium sulfate and subsequently concentrated under reduced pressure. Finally, the target product 3-chloro-[1,1'-biphenyl]-4-carbaldehyde (1.94 g, 90% yield) was purified by recrystallization from chloroform and hexane. Mass spectral analysis: [M]+ = 216.

[References]

[1] Patent: EP2311826, 2011, A2. Location in patent: Page/Page column 101
[2] Patent: WO2010/12794, 2010, A1. Location in patent: Page/Page column 51
[3] Patent: CN103923060, 2016, B. Location in patent: Paragraph 0109-0111
[4] Journal of Medicinal Chemistry, 2014, vol. 57, # 20, p. 8445 - 8458
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