Received 26 November 2012
The molecular structure of the title compound, C10H12O4, contains an intramolecular hydrogen bond between the phenol and acetyl substituents. In the crystal, C-H interactions act between the molecules in a cyclic manner to stabilize stacks of molecules along the b axis. Several C-HO interactions are present between the stacks.
For a review on lamellarin alkaloids, see: Fan et al. (2008). The experimental procedure of Combes et al. (2002) for a related Fries rearrangement was adapted for the synthesis of the title compound. For alternative syntheses of the title compound by Fries rearrangement, see: Ploypradith et al. (2003); Nolan et al. (2009).
Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012) and SCHAKAL99 (Keller, 1999); software used to prepare material for publication: WinGX (Farrugia, 2012) and PLATON (Spek, 2009).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: NK2196 ).
This work was supported by the University of the Witwatersrand and the National Research Foundation, Pretoria (grant No. 78837).
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