反应详情

A mixture of 1-(4-fluorophenyl)-4-(trans-4-pentyl-4-silacyclohexyl)-1-butyne-3-ol 8.0 g (24 mmol), p-toluenesulfonic acid monohydrate 1.6 g, and benzene 200 ml was heated under reflux to remove the water and then subjected to a conventional post-treatment. The reaction mixture thus obtained was not only a mixture of trans- and cis-isomers, with respect to the silacyclohexane ring, but also a mixture of E- and Z-isomers, with respect to the double bond. Hence, the product was separated by chromatography to give 1.2 g of the desired product of the trans-E isomer (yield 15.9%).

1. temperaturewas heated
2. temperatureunder reflux
3. customto remove the water
4. customThe reaction mixture thus obtained
5. additiona mixture of trans- and cis-isomers
6. additionwith respect to the silacyclohexane ring, but also a mixture of E- and Z-isomers
7. customHence, the product was separated by chromatography