ChemicalBook CAS DataBase List 4-METHYL-N-OCTYLPYRIDINIUM CHLORIDE

4-METHYL-N-OCTYLPYRIDINIUM CHLORIDE synthesis

4synthesis methods

Product Name:4-METHYL-N-OCTYLPYRIDINIUM CHLORIDE
CAS Number:141645-91-2
Molecular formula:C14H24ClN
Molecular Weight:241.8001

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Yield:141645-91-2 52%

Reaction Conditions:

at 75; for 72 h;

Steps:

4-Picoline (0.4 mol) and 1-chlorobutane (or 1-chlorohexane or 1-chlorooctane) (0.4 mol) were placed into a 250 cm³ round bottom flask equipped with an electric heat-jacket and vigorously stirred using a magnetic stirrer at 75 °C for 72 h. In the case of the 1-n-butyl-4-methylpyridinium chloride, [C₄-4-mpy]Cl and 1-n-hexyl-4-methylpyridinium chloride, [C₆-4-mpy]Cl the brownish solid forms were obtained directly after synthesis. The resulting solids were washed in Schlenk apparatus with diethyl ether (4 × 50 cm³) and hexane (4 × 50 cm³) and dried by nitrogen stream. In the case of 1-n-octyl-4-methylpyridinium chloride, [C₈-4-mpy]Cl, a transparent, brownish, dense, and viscous liquid was obtained. It was cooled to room temperature and extracted by turns with diethyl ether (4 × 50 cm³) and hexane (4 × 50 cm³). After the hexane extraction, the residual liquid crystallized. The resulting solid was filtered off by means of Schlenk apparatus and dried by nitrogen stream. Yields: 39% for [C₄-4-mpy]Cl, 35% for [C₆-4-mpy]Cl, and 52% for [C₈-4-mpy]Cl.