Synthetic Route of 86521-05-3, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 86521-05-3, name is 2-((Trimethylsilyl)ethynyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.
To a solution of 2-trimethylsilylethynylpyridine (310 mg, 1.77 mmol) in THF (15 mL), a solution of NaOH (280 mg, 0.700 mmol, ca. 4 equiv) in MeOH (10 mL) was added, and the colorless reaction mixture was stirred for 5 min. The reaction mixture was diluted with Et2O (50 mL) and washed with water (50 mL) and brine (25 mL), dried with Na2SO4, filtered, and concentrated in vacuum. The resulting colorless oil was dissolved in Et3N (10 mL) and the solution flushed with argon while exposed to ultrasound for 10 min. This solution was transferred, via cannula to a solution of diiodo-TTF 8 (234 mg, 0.370 mmol) in argon-flushed Et3N (15mL) followed by addition of dppf (20.5 mg, 37.0 mumol, 10 mol%), Pd2dba3 (16.9 mg, 18.5 mumol, 5 mol%), and CuI (1.4 mg, 7.4 mumol, 2 mol%). The resulting cloudy orange to brown reaction mixture was exposed to ultrasound at 40 C for 30 min, after which the reaction mixture was heated by the means of conventional heating at 50 C for 30 min. According to TLC analysis (20% CH2Cl2/heptanes) no transformation had occurred. Pd(PPh3)4 (42.8 mg, 0.370 mmol) was added and the reaction mixture was flushed with argon for 10 min and then stirred for 2 h at 50 C. The resulting strongly wine-red reaction mixture was diluted with Et2O (100 mL) and washed with saturated aqueous NH4Cl (50 mL) and brine (50 mL), dried with Na2SO4, filtered, and concentrated in vacuum. Purification by flash column chromatography (CH2Cl2?15% EtOAc/CH2Cl2) gave 5b (168 mg, 0.288 mmol, 78%) as a red to black oil which solidified.
According to the analysis of related databases, 86521-05-3, the application of this compound in the production field has become more and more popular.
Reference:
Article; Broman, S°ren Lindbaek; Andersen, Cecilie Lindholm; Jevric, Martyn; Tortzen, Christian Gregers; Hammerich, Ole; Nielsen, Mogens Br°ndsted; Tetrahedron; vol. 72; 39; (2016); p. 5831 – 5842;,
Pyridine – Wikipedia,
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