反应详情

2-(4-Cyanophenyl)ethanol (1.46 g; 9.9 mmol) and 4-toluenesulfonyl chloride (1.9 g; 10 mmol) were stirred in pyridine (20 mL) at 5° C. for 3 hours. Work-up was performed by removing the solvent, addition of 2M aqueous HCl and extraction with EtOAc. The organic phase was washed with aqueous citric acid, then passed through a short plug of silica gel with Et2O. Removal of the solvent in vacuo afforded a colourless oil, containing ca. 30% of unreacted 2-(4-cyanophenyl)ethanol according to 1H NMR. The oil was further subjected to the reaction conditions above for 2 hours. Work-up as above afforded 2.0 g (66%) of the sub-title compound as a yellow solid.

1. customby removing
2. additionthe solvent, addition of 2M aqueous HCl and extraction with EtOAc
3. washThe organic phase was washed with aqueous citric acid
4. customRemoval of the solvent in vacuo
5. customafforded a colourless oil
6. customThe oil was further subjected to the reaction conditions above for 2 hours