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ChemicalBook CAS DataBase List 4,4'-Biphenyldicarboxaldehyde

4,4'-Biphenyldicarboxaldehyde synthesis

12synthesis methods
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Yield:66-98-8 71%

Reaction Conditions:

with caesium carbonate in N,N-dimethyl-formamide at 70; for 6 h;Green chemistry;Suzuki-Miyaura Coupling;

Steps:

General reaction procedure for Suzuki-Miyaura cross-coupling reactions
General procedure: Aryl halides (1 mmol) and phenyl boronic acid (1.2 mmol) were dissolved in a 2 mL DMF solvent, 15 mg of Cu(at)MCOP and followed by Cs2CO3 (2.5 mmol) base subsequently added into the reaction mixture and allowed to stirred at 70 °C for about6 h. After completion of the reaction was monitored by TLC analysis, the reactionmixture was diluted with 10 mL of ethyl acetate, after the CuMCOP heterogeneouscatalyst was recovered by simple filtration through using Whatman-40 filterpaper, and the filtered catalyst was used in next cycle. Furthermore, the filtrate solutionwas thoroughly washed with brine solution and extracted with an excess amountof ethyl acetate and then concentrated under reduced pressure. The crude productwas further purified by column chromatography using (petroleum ether/ethyl acetate)to obtain the corresponding biphenyl derivatives (Scheme 2).

References:

Sadhasivam, Velu;Sankar, Balakrishnan;Elamathi, Ganesan;Mariyappan, Mathappan;Siva, Ayyanar [Research on Chemical Intermediates,2020,vol. 46,# 1,p. 681 - 700]

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