反应详情

温度

0 °C

A solution of 4-piperidinemethanol (140 g, 1.22 mol) in CH2Cl2 (1 L) was treated with a slurry of NaHCO3 (205 g, 2.44 mol) in water (1.4 L) at 0° C. The mixture was stirred at 0° C. for 15 min, and then charged with a solution of cyanogen bromide in CH2Cl2, (1.34 mol) at 0° C. The reaction mixture was stirred and allowed to warm to ambient temperature, and stirred overnight. The aqueous layer was separated and extracted with CH2Cl2. The combined organic extracts were dried over Na2SO4, filtered, and the filtrate was concentrated. The crude product was combined with other batches made similarly and purified by chromatography on a silica gel column to give 300 g of 4-(hydroxymethyl)-1-piperidinecarbonitrile.

1. stirringThe reaction mixture was stirred
2. temperatureto warm to ambient temperature
3. stirringstirred overnight
4. customThe aqueous layer was separated
5. extractionextracted with CH2Cl2
6. dry with materialThe combined organic extracts were dried over Na2SO4
7. filtrationfiltered
8. concentrationthe filtrate was concentrated
9. custompurified by chromatography on a silica gel column