Jw. Beach, AN IMPROVED SYNTHESIS OF (1,2,3,6-TETRAHYDRO-1-METHYL-4-PYRIDINYL)ETHANONE, ISOARECOLONE, Journal of heterocyclic chemistry, 34(6), 1997, pp. 1861-1863
A convenient synthesis of (1,2,3,6-tetrahydro-1-methyl-4-pyridinyl)eth
anone, isoarecolone, starting with 4-acetylpyridine is presented. 4-Ac
etylpyridine was protected as the ketal followed by reaction with iodo
methane to give the quaterary salt. The quaterary salt was reduced wit
h sodium borohydride followed by deprotection to give isoarecolone in
80% overall yield.