1-(p-Fluorophenyl)-2-(2 '-pyridyl)ethanol and 1-(p-fluorophenyl)-2-(2 '-pyridyl)ethene obtained from the condensation reaction of 2-picoline and p-fluorophenylaldehyde under catalyst- and solvent-free conditions

摘要

The novel intermediate 1-(p-fluorophenyl)-2-(2'-pyridyl)ethanol or 2-[2'-(1-hydroxy-1-(p-fluorophenyl)ethyl]pyridine and the corresponding novel dehydration compound 1-(p-fluorophenyl)-2-(2'-pyridyl)ethene or 2-[p-fluorophenylvinyllpyridine were obtained from the condensation reaction of p-fluorophenylaldehyde and 2-picoline under catalyst- and solvent-free conditions. The intermediate 1-(p-fluorophenyl)-2-(2'-pyridyl)ethanol was obtained at 42 h reaction time and temperature of 120 degrees C, respectively. H-1-NMR, IR spectroscopic data of the 1-(p-fluorophenyl)-2-(2-pyridyl)ethanol clearly showed the presence of the -CH2-CHOH- group. The compound was obtained as a white powder with m.p. 121-122 degrees C and a yield of 8%. For 1-(p-fluorophenyl)-2-(2-pyridyl)ethene, the reaction conditions were similar, but the reaction temperature was increased to yield the double bond in the 1-(p-fluorophenyl)-2-(2'-pyridyl)ethene. At the reaction temperature of 140 degrees C, the compound was a slightly brown powder with a m.p. of 78 degrees C and yield of 18%. H-1-NMR, IR spectroscopic data for the 1-(p-fluorophenyl)-2-(2'-pyridyl)ethene showed the presence of a double bond in trans configuration (-CH=CH-), characteristic of a styrylpyridine.