反应详情

温度

0 °C

4-t-Butyl-2-(1-hydroxyethyl)-pyridine (3.6 g, 20.1 mmole) is dissolved in 60 ml dichloromethane in a 200 ml one neck round bottom flask under nitrogen. The solution is cooled to 0° C., is treated with thionyl chloride (2.2 ml, 30 mmole) in 10 ml dichloromethane, and the reaction is stirred 1 h at 0° C. followed by 2 h at room temperature. The reaction is quenched with 1×75 ml saturated sodium bicarbonate, the layers are separated and the aqueous layer is extracted with 3×25 ml dichloromethane. The combined organics are dried over potassium carbonate and are concentrated in vacuo to give 3.9 g (98%) of 4-t-Butyl-2-(1-chloroethyl)-pyridine as a yellow oil.

1. waitfollowed by 2 h at room temperature
2. customThe reaction is quenched with 1×75 ml saturated sodium bicarbonate
3. customthe layers are separated
4. extractionthe aqueous layer is extracted with 3×25 ml dichloromethane
5. dry with materialThe combined organics are dried over potassium carbonate
6. concentrationare concentrated in vacuo