Electric Literature of 131674-39-0, Adding some certain compound to certain chemical reactions, such as: 131674-39-0, name is 1-(2-Chloropyridin-3-yl)ethanol,molecular formula is C7H8ClNO, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 131674-39-0.
To a solution of 2-chloropyridine (XXIX) (31.0 kg, 273 mol) in dry THF (275 L) cooled to -78oC under nitrogen was added LDA (113 L, 1220 mol) dropwise while maintaining the temperature at -78oC and stirred for 5 hours. Acetaldehyde (16 L, 463 mol) was then added and the reaction was stirred at -78oC for another 5 hours before warming to 0oC and adding water (310 L) to quench the reaction. The solution was stirred for 50 min and then warmed to room temperature. The solution was extracted 3 x EtOAc (279 L) by adding EtOAc, stirring for 50 min, allowing to stand for 50 min, separating the layers and then repeating twice. The combined EtOAc was concentrated under vacuum to a volume of 300-500 L. To the crude 1-(2-chloropyridin-3- yl)ethanol (XXX) was added DCM (705 L) followed by an aqueous solution of KBr (3.3 Kg, 27.7 mol) dissolved in water (33 L). The solution was cooled to 0oC before adding TEMPO (1.7 Kg, 10.9 mol) and then stirred for 50 min. In a second container, water (980 L) was added followed by KHCO3 (268 Kg, 2677 mol) and 10% aqueous NaClO (233 L, 313 mol). This aqueous mixture was then added dropwise to the TEMPO mixture. This combined mixture was stirred at 0oC for 5 hours. To this mixture was added dropwise Na2S2O3*7H2O (22.5 Kg, 90 mol) in water (107 L) with stirring for 50 min at 0oC. The mixture was allowed to warm to room temperature and the organic phase was separated. The aqueous phase was extracted 2 x DCM (353 L) by adding DCM, stirring for 50 min, allowing to stand for 50 min, separating the layers and then repeating. The combined organic layers were washed with aqueous 25% NaCl (274 L) and concentrated under vacuum to give crude 1-(2-chloropyridin-3-yl)ethanone (XXXI) which was used for the next step without additional purification.
According to the analysis of related databases, 131674-39-0, the application of this compound in the production field has become more and more popular.
Reference:
Patent; SAMUMED, LLC; KC, Sunil Kumar; MITTAPALLI, Gopi Kumar; CHIRUTA, Chandramouli; HOFILENA, Brian Joseph; (128 pag.)WO2019/241540; (2019); A1;,
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