反应详情

温度

-78 °C

Oxone was bubbled through a solution of 3,4,5-triphenyl-lH-pyrazole-1-undecene (6.78 g, 15 mmol) in dichloromethane (175 mL) and methanol (0.73 g, 22 mmol) maintained at -78° C. for 1.5 hours. The ozone supply was removed, dimethylsulfide (30 mL) added and the mixture allowed to warm to room temperature over 2 hours. The solution was dried over sodium sulfate, concentrated in vacuo and the residue chromatographed on a column of silica gel. Elution with a mixture of hexane and ethyl acetate (9:1) gave 3,4,5-triphenyl-lH-pyrazole-1-decanal (2.93 g, 43%) as an oil. MS(CI): m/e =451 (MH+).

1. customThe ozone supply was removed
2. additiondimethylsulfide (30 mL) added
3. temperatureto warm to room temperature over 2 hours
4. dry with materialThe solution was dried over sodium sulfate
5. concentrationconcentrated in vacuo
6. customthe residue chromatographed on a column of silica gel
7. washElution
8. additionwith a mixture of hexane and ethyl acetate (9:1)