The reaction of an aromatic aldehyde, isopropylidene malonate and 5,5-dimethyl-1,3-cyclohexanedione in water in the presence of triethylbenzylammonium chloride (TEBA) as catalyst affords a one-pot synthesis of 4-aryl-7,7-dimethyl-5-oxo-3,4,5,6,7,8-hexahydrocoumarin.
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6.
Crystal data for 4e: C18H18O5, M = 314.32, colorless block crystals, 0.54×0.48×0.24 mm, Triclinic, space group P-1, a = 6.963(1), b = 8.957(2), c = 13.594(3) Å, α = 90.16(2)°, β = 103.11(2)°, γ = 109.60(2)°, V = 775.0(3) Å3, Z = 2, D c = 1.347 g.cm-3, μ = 0.098 mm-1, F(000) = 332. Intensity data were collected on a Siemens P4 diffractometer with graphite-monochromated MoK α radiation (λ = 0.71069 Å) using ω scan mode with 1.54° <θ<25.00°, 2731 unique reflections were measured. Refinement of positions and anisotropic thermal parameters for all non-hydrogen atoms converged to R = 0.0382 and wR= 0.0949. Crystallographic data (excluding structure factors) for the structure reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication No. CCDC-217032
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