反应详情

To a solution of 1-heptyne (1.31 mL, d=0.7238, 0.960 g, 10.0 mmol) in Et2O (10 mL) was added a solution of MeLi (9.43 mL, 1.06 M in Et2O, 1.0 equiv) at −78° C. After being stirred for 3 h, 1-chloro-1-methylsilacyclobutane (1.16 mL, 1.0 equiv) was added dropwise to the reaction solution at the same temperature, which was then stirred for another 5 h. The reaction mixture was quenched with H2O (10 mL) and then was extracted with pentane (3×25 mL). The combined organic layers were dried (MgSO4) and concentrated in vacuo to afford the crude product, which was purified by column chromatography (SiO2, pentane) and Kugelrohr distillation to afford 1.66 g (92%) of 1-(1heptynyl)-1-methylsilacyclobutane as colorless oil

1. stirringwas then stirred for another 5 h
2. customThe reaction mixture was quenched with H2O (10 mL)
3. extractionwas extracted with pentane (3×25 mL)
4. dry with materialThe combined organic layers were dried (MgSO4)
5. concentrationconcentrated in vacuo
6. customto afford the crude product, which
7. distillationwas purified by column chromatography (SiO2, pentane) and Kugelrohr distillation