Chlorotrimethylsilane → 4-Hydroxy-3-[(phenylmethyl)thio]-6-(2,4,6-trimethylphenyl)-2H-pyran-2-one

Participants

Reaction Steps

The title compound was prepared by Method A using 2',4', 6'-trimethylacetophenone (1.86 g, 11.5 mmol), lithium bis(trimethylsilyl)amide (2.11 g, 12.65 mmol), chlorotrimethylsilane (1.60 mL, 12.65 mmol), THF (127 mL), and diethyl ester of [(phenylmethyl)thio]propanedioic acid (2.95 g, 10.4 mmol). m.p. 134-136° C.; 1H NMR (250 MHz, DMSO-d6) δ 2.11 (s, 6 H), 2.26 (s, 3 H), 3.98 (s, 2 H), 6.03 (s, 1 H), 6.96 (s, 2 H), 7.25 (m, 5 H), 11.85 (bs, 1 H).

Provenance & Evidence