6-Amino-2,2-dimethyl-benzo[1,3]dioxin-4-one → 2,2-dimethyl-6-({4-[(4-propylphenyl)ethynyl]benzyl}amino)-4H-1,3-benzodioxin-4-one

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The title compound was prepared following procedure described in Example 1, step c) from 4-[(4-propylphenyl)ethynyl]benzaldehyde (1.53 g; 6.16 mmol) and 6-amino-2,2-dimethyl-benzo[1,3]dioxin-4-one (1.19 g; 6.16 mmol). Purification of the yellow solid (2.4 g) obtained by flash chromatography using silica gel (EtOAc:c-Hex 10:90 to 20:80) gave 660 mg (25%) of the title compound as a yellow solid. HPLC, Rt: 5.48 min (purity: 72.4%), 1H NMR (CDCl3) δ: 7.47 (d, J=7.5 Hz, 2H), 7.41 (d, J=8.1 Hz, 2H),: 7.31 (d, J=8.1 Hz, 2H), 7.08 (m, 3H), 6.70-6.79 (m, 2H), 4.25 (s, 2H), 2.57 (t, J=7.6 Hz, 2H), 1.62 (s, 6H), 1.55 (m, 2H), 0.86 (t, J=7.3 Hz, 3H).

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