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ChemicalBook CAS DataBase List 2-(2-METHYLPHENYL)THIOPHENE
99846-56-7

2-(2-METHYLPHENYL)THIOPHENE synthesis

14synthesis methods
-

Yield:99846-56-7 45%

Reaction Conditions:

with [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride;potassium carbonate in methanol at 50; for 3 h;Suzuki-Miyaura Coupling;

Steps:

General procedure for Suzuki-Miyaura reaction

General procedure: To a round bottle with a magnetic stir bar, catalyst, arylhydrazine (0.5 mmol), (hetero)arylboronic acid (0.75 mmol), Base (1.0 mmol) and 3 ml of solvent were added. The reaction mixture was conducted at 50 °C for the required time, and then the solvent was removed under reduced pressure. The residual was diluted with Et2O (5 mL), followed by extraction twice (2×5 mL) with Et2O. The organic layer was dried with anhydrous MgSO4, filtered and evaporated under vacuum. The conversions rates were analyzed by gas chromatography, based on the peak area normalization method. The corrected factor was determined by samples against a standard of n-heptane. The crude products were purified by silica-gel column chromatography using petroleum ether as an eluent, and the isolated yield was then calculated based on the feeding of the aryl halide. The isolated corresponding products were characterized by 1H NMR and 13C NMR.

References:

Zeng, Xiao-Xiao;Li, Dong-Hui;Zhou, Zhen;Xu, Chang;Liu, Feng-Shou [Journal of Organometallic Chemistry,2021,vol. 938,art. no. 121749] Location in patent:supporting information