Redn. of 1,3-dimethylpyridinium iodide (I) in 0.8N NaOH/MeOH with NaBH4 gave 1,3-dimethyl-1,2,5,6-tetrahydropyridine (II) and 1,1',5,5'-tetramethyl-1,1',2,3,6,6'-hexahydro-2,3'-bipyridine (III). Rapid addn. of I to a stirred mixt. of NaBH4, 10N NaOH, MeOH, and light petroleum ether followed by sepn. and evapn. of the hydrocarbon phase gave a 62:11:11:11:5 mixt. of 1,3-dimethyl-1,2-, -1,4-, and -1,6-dihydropyridine, II, and III.
Borohydride reduction of 1,3-dimethylpyridinium iodide in strongly alkaline medium / Casini, Antonio; DI RIENZO, Barbara; MICHELETTI MORACCI, Franco; Tortorella, Silvano; Liberatore, Felice; Arnone, A.. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - STAMPA. - 19:(1978), pp. 2139-2142.
Borohydride reduction of 1,3-dimethylpyridinium iodide in strongly alkaline medium.
CASINI, Antonio;DI RIENZO, Barbara;MICHELETTI MORACCI, Franco;TORTORELLA, Silvano;LIBERATORE, Felice;
1978
Abstract
Redn. of 1,3-dimethylpyridinium iodide (I) in 0.8N NaOH/MeOH with NaBH4 gave 1,3-dimethyl-1,2,5,6-tetrahydropyridine (II) and 1,1',5,5'-tetramethyl-1,1',2,3,6,6'-hexahydro-2,3'-bipyridine (III). Rapid addn. of I to a stirred mixt. of NaBH4, 10N NaOH, MeOH, and light petroleum ether followed by sepn. and evapn. of the hydrocarbon phase gave a 62:11:11:11:5 mixt. of 1,3-dimethyl-1,2-, -1,4-, and -1,6-dihydropyridine, II, and III.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.