TY - JOUR
T1 - Rac-(Z)-2-(1-Naphthyl-methyl-ene)-1-aza-bicyclo-[2.2.2]octan-3-ol
AU - Sonar, Vijayakumar N.
AU - Parkin, Sean
AU - Crooks, Peter A.
PY - 2007/8/29
Y1 - 2007/8/29
N2 - The title compound, C18H19NO, in racemic form, was obtained by the reaction of naphthalene-1-carboxaldehyde with 1-aza-bicyclo-[2.2.2]octan-3-one in the presence of methano-lic potassium hydroxide and subsequent reduction of the product with sodium borohydride to the secondary alcohol. The double bond linking the 1-naphthyl and 1-aza-bicyclo-[2.2.2]octan-3-ol moieties has Z geometry. The C=C - CH=C torsion angle [42.4 (2)°] indicates a deviation of the 1-naphthyl ring from the plane of the double bond connected to the aza-bicyclic ring. Part of the 1-aza-bicyclo-[2.2.2]octan-3-ol moiety is disordered, with the approximate ratio of occupancies being 63:37.
AB - The title compound, C18H19NO, in racemic form, was obtained by the reaction of naphthalene-1-carboxaldehyde with 1-aza-bicyclo-[2.2.2]octan-3-one in the presence of methano-lic potassium hydroxide and subsequent reduction of the product with sodium borohydride to the secondary alcohol. The double bond linking the 1-naphthyl and 1-aza-bicyclo-[2.2.2]octan-3-ol moieties has Z geometry. The C=C - CH=C torsion angle [42.4 (2)°] indicates a deviation of the 1-naphthyl ring from the plane of the double bond connected to the aza-bicyclic ring. Part of the 1-aza-bicyclo-[2.2.2]octan-3-ol moiety is disordered, with the approximate ratio of occupancies being 63:37.
UR - https://www.scopus.com/pages/publications/34548432622
UR - https://www.scopus.com/pages/publications/34548432622#tab=citedBy
U2 - 10.1107/S1600536807041682
DO - 10.1107/S1600536807041682
M3 - Article
AN - SCOPUS:34548432622
SN - 1600-5368
VL - 63
SP - o3915
JO - Acta Crystallographica Section E: Structure Reports Online
JF - Acta Crystallographica Section E: Structure Reports Online
IS - 9
ER -