Imidazole → Silane, trimethyl[[1-methyl-1-(2-propynyl)pentyl]oxy]-

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Reaction Steps

To a stirred solution of 75.4 g. (0.537 moles) of 4-hydroxy-4-methyl-1-octyne (Example 597), 104.9 g. (1.54 moles) of imidazole, and 325 ml. of dimethylformamide is added 65.2 g. (0.60 moles) of chlorotrimethylsilane. After standing overnight the mixture is poured into 800 ml. of hexane. The mixture is washed thoroughly with water followed by sodium bicarbonate solution and brine. The solution is dried over magnesium sulfate, filtered, and evaporated to give a liquor, p.m.r. spectrum, δ 1.26 (singlet, 3, CH3), 1.92 (triplet, 1, HC≡), 2.30 (doublet, 2, CH2).

Provenance & Evidence