Pyridine, Ultrapure, Spectrophotometric Grade, 99.5+%

化学性质

参考文献

Baumann, M.; Baxendale I. R.An overview of the synthetic routes to the best selling drugs containing 6-membered heterocycles.Beilstein J. Org. Chem. 2013, 9, 2265-2319.

Bull, J. A.; Mousseau, J. J.; Pelletier, G.; Charette, A. B.Synthesis of pyridine and dihydropyridine derivatives by regio- and stereoselective addition to N-activated pyridines. Chem. Rev. 2012, 112 (5), 2642-2713.

Widely used as a base and nucleophilic catalyst in acylations, sulfonylations, etc. See also 4-(Dimethyl­amino)­pyridine, A13016.

Reacts with thionyl chloride to give N-(4-pyridyl)pyridinium chloride hydrochloride, a useful intermediate for the preparation of 4-substituted pyridines by nucleophilic displacement. Thus, reaction with sulfite ion gives the sulfonate: Org. Synth. Coll., 5, 977 (1973). Similarly, pyridine can be activated to substitution at the 4-position by reaction with Ethyl­ chloroformate, L06311, or tert-Butyl­dimethyl­silyl­ trifluoromethanesulfonate, A12174. The acyl or silyl pyridinium salt then reacts with Grignards or organocuprates, to give 4-substituted dihydropyridines which can readily be rearomatized: Bull. Chem. Soc. Jpn., 57, 1994 (1984).

For use in Cr(VI) oxidation reactions, see Chromium(VI)­ oxide, 12522.