Synthetic Route of 83766-88-5, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 83766-88-5 as follows.
A 5-mL reactionvial was equipped with a stir bar, a rubber septum, and an argon inlet needle.The vial was charged with t-butoxypyridine(3) (1.2 mmol) and dry PhCH3(1 mL), and was allowed to stir at 0 C. MeOTf (1.2 mmol) was added dropwise tothe reaction mixture over 5 min. Upon complete addition, the reaction wasallowed to stir for 1h. The alcohol (1 mmol) dissolved in dry PhCH3or dry DCM (1 mL) depending upon the solubility of the alcohol, was added over30 seconds to the reaction mixture. The ice bath was removed and the reactionmixture was allowed to stir at room temperature (~ 23 C) for 1.5h. When thereaction was complete by TLC, the mixture was diluted in Et2O or DCMdepending upon the solubility of the product. Et2O was preferredbecause the hydroxypyridine/pyridone byproduct (5) was less soluble in this solvent than DCM. The diluted reactionmixture was washed with water (10 mL), then brine (10 mL). The organic fractionwas dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo to isolate the crude productmixture. The crude mixture was purified by flash chromatography to yield thepure t-butyl ether.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,83766-88-5, its application will become more common.
Reference:
Article; Salvati, Anna E.; Hubley, Christian T.; Albiniak, Philip A.; Tetrahedron Letters; vol. 55; 51; (2014); p. 7133 – 7135;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem