Chlorotrimethylsilane → 4-Hydroxy-6-[4-[2-(4-morpholinyl)ethoxy]phenyl]-3-[(phenylmethyl)thio]-2H-pyran-2-one

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Reaction Steps

The title compound was prepared by Method A using 4'-[2-(4-morpholinyl)ethoxy]acetophenone (1.31 g, 5.29 mmol), lithium bis(trimethylsilyl)amide (0.972 g, 5.81 mmol), chlorotrimethylsilane (0.738 mL, 5.81 mmol), THF (58 mL), and diethyl ester of [(phenylmethyl)thio]propanedioic acid (1.35 g, 4.80 mmol). m.p. dec. 207° C.; 1H NMR (250 MHz, DMSO-d6) δ 2.54 (s, 2 H), 6.89 (m, 4 H), 2.83 (t, 2 H), 3.55 (m, 4 H), 3.96 (s, 2 H), 4.22 (t, 2 H), 6.58 (s, 1 H), 7.08 (d, 2 H), 7.23 (m, 5 H), 7.73 (d, 2 H).

Provenance & Evidence