反应详情

To a cold (0° C.) solution of 3-pentynol (5.880g, 70.0 mmol, 1.0 equiv), 4-dimethylaminopyridine (DMAP) (840 mg, 7.00 mmol, 0.10 equiv), and triethylamine (TEA) (9.80 ml, 71.0 mmol, 1.01 equiv) in 100 mL of dry hexane was added dropwise chlorodiisopropylsilane (11.0 g, 71.0 mmol, 1.01 equiv) over 20 minutes. The resulting white suspension was allowed to warm to room temperature and was stirred overnight. The reaction mixture was filtered through a short silica pad (10 g) and the solvent was then evaporated in vacuo to give a colorless liquid. Fractional distillation of this liquid afforded 11.2 g (81%) of A-7 as a colorless liquid. An analytical sample (0.48 g) was obtained by redistillation of a 0.50 g sample by Kugelrohr distillation.

1. filtrationThe reaction mixture was filtered through a short silica pad (10 g)
2. customthe solvent was then evaporated in vacuo
3. customto give a colorless liquid
4. distillationFractional distillation of this liquid
5. customafforded 11.2 g (81%) of A-7 as a colorless liquid
6. customAn analytical sample (0.48 g) was obtained by redistillation of a 0.50 g sample by Kugelrohr distillation