Dichlorodimethylsilane → Dimethyl(2-methyl-4-phenylindenyl)silyl chloride

Participants

Reaction Steps

To a colorless solution of dichlorodimethylsilane (12.90 g, 100 mmol, 3.00 eq.) in ether (30 mL) at −30° C. was added lithium (2-methyl-4-phenylindenide) (7.07 g, 33.3 mmol, 1.00 equiv.) in portions to give a cloudy yellow mixture. The reaction was allowed to warm to room temperature and stirred for 4 hours, becoming cloudy white with precipitate. The mixture was evaporated under vacuum, leaving a white solid. The solid was extracted with pentane (40 mL) and the extract was filtered to give a light yellow solution and white solid. The solution was evaporated under vacuum, leaving a white solid. Yield 9.85 g (99%). 1H NMR (C6D6): δ 7.59 (d, 2H), 7.44 (m, IH), 7.36 (m, 3H), 7.22 (m, 2H), 6.86 (d, 1H), 3.42 (d, IH), 2.11 (d, 3H), 0.27 (s, 3H), −0.03 (s, 3H).

Provenance & Evidence