反应详情

温度

0 °C

Triphenyl phosphine (1.32 g, 5.03 mmol), imidazole (370 mg, 5.47 mmol) and iodine (1.16 g, 4.61 mmol) were added to an ice-cooled solution of 4-(tert-butyldimethylsilyloxy)benzyl alcohol [(1 g, 4.19 mmol), Tet. Lett. (2004), 45, 9617] in tetrahydrofuran (50 mL) and the mixture was stirred at 0° C. for 10 minutes and room temperature for 30 minutes. The reaction mixture was then concentrated in vacuo and the residue was partitioned between ethyl acetate and water. The organic layer was separated, dried over magnesium sulfate and concentrated in vacuo. Purification of the residue by column chromatography on silica gel, eluting with pentane, afforded the title compound in 41% yield, 600 mg.

1. concentrationThe reaction mixture was then concentrated in vacuo
2. customthe residue was partitioned between ethyl acetate and water
3. customThe organic layer was separated
4. dry with materialdried over magnesium sulfate
5. concentrationconcentrated in vacuo
6. customPurification of the residue by column chromatography on silica gel
7. washeluting with pentane