Abstract

In the title compound, C16H20O4, a new starting compound for the synthesis of various heterocycles, the partially saturated six-membered ring adopts a sofa conformation. An intra-molecular O-H⋯O hydrogen bond is observed in the guaiacol residue. In the crystal, mol-ecules are assembled into a sheet structure parallel to the ab plane via O-H⋯O hydrogen bonds. The hydrogen-bond pattern is described by an R44(28) graph-set motif. The sheets are further linked by C-H⋯O hydrogen bonds into a three-dimensional network.

Highlights

  • In the title compound, C16H20O4, a new starting compound for the synthesis of various heterocycles, the partially saturated six-membered ring adopts a sofa conformation

  • An intramolecular O—HÁ Á ÁO hydrogen bond is observed in the guaiacol residue

  • Molecules are assembled into a sheet structure parallel to the ab plane via O—HÁ Á ÁO hydrogen bonds

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Summary

Chemical context

Cyclic 2-arylmethyl-1,3-diketones attract interest as valuable intermediates for organic chemistry. A few of the latest examples of these cyclohexanedione derivatives have been used as starting compounds for the synthesis of various heterocycles [e.g. tetrahydrobenzofuranones (Yoshida et al, 2010) or tetrahydro-1H-xanthen-1-ones (Sudheendran et al, 2012)], as well as carbocycles, e.g. analogues of Wieland– Miesher and Hajos–Parrish ketones (Xu et al, 2013)

Structural commentary
Supramolecular features
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