反应详情

温度

-78 °C

Lithium diisopropylamide (1.5 M in cyclohexane) (9.7 mL, 14.6 mmol) was added to a −78° C. solution of 1-methylpyrazole (1 g, 12.2 mmol) in tetrahydrofuran (15 mL). After stirring at −78° C. for 15 min, chloro-tri-n-butylstannane (3.9 mL, 14.6 mmol) was added dropwise. The reaction mixture was allowed to warm to ambient temperature overnight. The reaction mixture was quenched with saturated aqueous ammonium chloride, diluted with water and extracted with ethyl acetate. The combined organic extracts were dried (magnesium sulfate), filtered and concentrated in vacuo. Chromatography over silica eluting with 0-100 ethyl acetate/hexane afforded 1-methyl-5-(tributylstannyl)-1H-pyrazole.

1. temperatureto warm to ambient temperature overnight
2. customThe reaction mixture was quenched with saturated aqueous ammonium chloride
3. additiondiluted with water
4. extractionextracted with ethyl acetate
5. dry with materialThe combined organic extracts were dried (magnesium sulfate)
6. filtrationfiltered
7. concentrationconcentrated in vacuo