2'-Methyl-[1,1'-Biphenyl]-4-Carbonitrile synthesis
- Product Name:2'-Methyl-[1,1'-Biphenyl]-4-Carbonitrile
- CAS Number:189828-30-6
- Molecular formula:C14H11N
- Molecular Weight:193.24
Yield:189828-30-6 99%
Reaction Conditions:
with 3,5-di-tert-butyl-2-hydroxybenzaldehyde;potassium carbonate;palladium dichloride in ethanol;water at 20; for 2 h;Suzuki-Miyaura Coupling;
Steps:
General procedure for Suzuki-Miyaura reaction
General procedure: To a round bottle with a magnetic stir bar, ligand (0.01% mmol), PdCl2 (0.01% mmol), aryl halides (1.0 mmol), phenylboronic acid (1.2 mmol), K2CO3 (2.0 mmol) and 6 ml of solvent were added. The reaction mixture was conducted at room temperature 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-ethyl acetate (20:1) 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:
Zhou, Zhen;Cao, Gao;Liu, Ning [Chemistry Letters,2019,vol. 48,# 6,p. 547 - 550] Location in patent:supporting information
