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4-(4-BIPHENYL)PYRIDINE synthesis

14synthesis methods
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Yield:861024-61-5 68%

Reaction Conditions:

with copper(l) iodide;cobalt acetylacetonate in tetrahydrofuran at 20; for 12 h;Inert atmosphere;

Steps:

Typical procedures for the cross-coupling reaction of phosphonium salts with GrignardReagents

General procedure: An oven-dried seal tube equipped with a magnetic stir bar was backfilled with nitrogen gas forthree times. Then phosphonium salt 1 (0.5 mmol), Co(acac)2 (6.4 mg, 0.025 mmol), and CuI (19.0mg, 0.1 mmol) were weighed into the tube, followed by the addition of Grignard reagents 2 (1.5mmol in THF). The reaction mixture was stirred at room temperature for 12 h followed byquenching with saturated NH4Cl solution (10 mL) and extracting with EtOAc (20 mL x 3). Thecombined organic layers were washed with brine, dried over Na2SO4, and concentrated underreduced pressure to afford the crude product, which was further purified through silica gel columnchromatography (using EtOAc/petroleum ether as eluents) to yield the product 3-4

References:

Cui, Yan-Ying;Na, Jin-He;Guo, Meng-Meng;Huang, Jie-Ying;Chu, Xue-Qiang;Rao, Weidong;Shen, Zhi-Liang [Tetrahedron Letters,2022,vol. 92,art. no. 153662] Location in patent:supporting information