反应详情

The procedure described in Example 1 was employed except that 10.1 g (42.5 mmole) of 5-hexenyl p-tolyl sulfone and 14.0 g (85 mmoles) of trimethyltin hydride were the reactants. The reaction mixture was irradiated for 232 hours. The excess trimethyltin hydride was allowed to evaporate from the reaction mixture under a flow of nitrogen. The unreacted 5-hexenyl p-tolyl sulfone was removed from the reaction mixture by distillation at I × 10-3 mm Hg leaving 3.25 g of crude product. Column chromatography of the distillation residue over silica gel, employing toluene and 1% acetone in toluene as eluents, afforded an oil, 6-(p-tolylsulfonyl)hexyltrimethylstannane. The presence of both the sulfonyl and trimethyltin moieties was indicated by the strong infrared absorption bands at 1315 cm-1, 1300 cm-1, 1285 cm-1 and 1140 cm-1 (--SO2 --) and 760 cm-1 [(CH3)3Sn-]. NMR showed the following:

1. customThe reaction mixture was irradiated for 232 hours
2. customto evaporate from the reaction mixture under a flow of nitrogen
3. customThe unreacted 5-hexenyl p-tolyl sulfone was removed from the reaction mixture by distillation at I × 10-3 mm Hg
4. customleaving 3.25 g of crude product