
%0 Journal Article
%A Cannon, JR 
%A Matsuki, Y 
%A Patrick, VA 
%A White, AH 
%T Selective O-Demethylation of 5,8-Dihydroxy-2,3-Dimethoxy-6-Methylnaphtho-1,4-Quinone: The Crystal Structures of 5,8-Dihydroxy-2,3-Dimethoxy-6-Methylnaphtho-1,4-Quinone and 2,5,8-Triacetoxy-3-Methoxy-6-Methylnaphtho-1,4-Quinone
%J Australian Journal of Chemistry
%D 1987/07/01
%V 40
%N 7
%P 1191-1200
%K 
%R https://doi.org/10.1071/CH9871191
%U https://www.publish.csiro.au/paper/CH9871191 
%X It has been confirmed that treatment of 5,8-dihydroxy-2,3-dimethoxy-6-methylnaphtho-1,4- quinone (1) with dilute aqueous sodium hydroxide leads to selective O- demethylation. The hydrolysis product has been identified as 2,5,8-trihydroxy-3-methoxy-6-methylnaphtho1,4- quinone (3) from the crystal structure of the corresponding triacetate (4). The crystal structures of 5,8-dihydroxy-2,3-dimethoxy-6-methylnaphtho-1,4-quinone (1) and 2,5,8-triacetoxy-3-methoxy-6-methylnaphtho-1,4-quinone (4) were determined by X-ray diffraction; diffractometer data at 295 K were refined by least squares techniques to residuals of 0.074 (583 'observed' reflections) for (1) and 0.049 (2005) for (4). Crystals of (1) are monoclinic, P2l/c, a 3.873(4), b 20.21(1), c 15.OO(2) Å, &#946; 96.05(6)º, Z 4. Crystals of (4) are also monoclinic, P2l/c, a 10.532(5), b 14.596(6), c 12.097(6) Å, &#946; 109.74(4)º, Z 4. 
