1962 年 82 巻 11 号 p. 1523-1526
4-Quinolizidinone (IV) and ethyl oxalate were reacted to 3-ethoxalyl compound (V), and further hydrolyzed to α-ketonic acid (VI). The contactive reduction of ester (VII) of (VI) gave ethyl 4-quinolizidine carboxylate (XA) and (XB). In the latter, an absorption at 2700-2800cm-1, that is corresponding to trans-quinolizidine, has been observed, though it was not found in the former. By the LiAlH4 reduction of (XA) and (XB), both compounds were converted to (XIA) and (XIB), which showed the band at 2700-2800cm-1.
The IR measurement of both compounds in various concentrations of carbon tetrachloride showed that, though the former showed the band at 3370 and 3600cm-1, the band at 3370cm-1 was weakend and contrary the band at 3600cm-1 was appeared to be strengthened. In the latter compound, a strong band was always found at 3430cm-1.