
%0 Journal Article
%A Hugel, HM 
%A Greenwood, RJ 
%A Mackay, MF 
%T 2-Hydroxyindole Compounds. Alkylation of 3-Acetyl-1-benzyl-2-hydroxy-5-,ethoxyindole Under Basic Conditions
%J Australian Journal of Chemistry
%D 1992/12/01
%V 45
%N 12
%P 1953-1959
%K 
%R https://doi.org/10.1071/CH9921953
%U https://www.publish.csiro.au/paper/CH9921953 
%X Alkylation of 3-acetyl-1-benzyl-2-hydroxy-5-methoxyindole with benzyl bromide in the presence of base resulted in isolation of the C- alkylated product which has been shown by X-ray crystallographic analysis to be 3-acetyl-1,3-dibenzyl-5-methoxy-1,3-dihydro-2H-indol-2-one (5c) in accord with the spectroscopic data. Triclinic crystals of (5c) belong to the space group P1 with a 10.649(3), b 13.736(3), c 14.555(2) &#506;, &#945;: 86-73(2), &#946; 85.98(2), &#947; 78-01(2)&#176; and Z 4. Least-squares refinement with 1996 observed data converged at R 0.061. Molecular mechanics was used to calculate the minimum-energy structure of (5c) which is compared with the X-ray results. 
