反应详情

温度

5 °C

N-(tert-Butoxycarbonyl)-N′-[4-(pyridin-2-yl)phenylmethylidene]hydrazine (20 g, 67.3 mmol), isopropyl alcohol (80 ml) and palladium-carbon (1 g) were charged in a 300 ml four-necked flask and hydrogen was added at 50° C. under atmospheric pressure. Hydrogen was continuously added for 8 hr under the same conditions. The reaction mixture was filtered to remove the catalyst. After 90% of isopropyl alcohol in the obtained filtrate was evaporated by concentration, the same volume of heptane was added. The mixture was cooled with stirring and crystals were precipitated at around 40° C. The mixture was further cooled to 5° C. with stirring and the precipitated crystals were collected by filtration and dried to give 16.91 g of tert-butyl3-[4-(pyridin-2-yl)benzyl]carbazate as white crystals. The yield was 84.0% of N-(tert-butoxycarbonyl)-N′-[4-5 (pyridin-2-yl )phenylmethylidene]hydrazine

1. filtrationThe reaction mixture was filtered
2. customto remove the catalyst
3. customAfter 90% of isopropyl alcohol in the obtained filtrate was evaporated by concentration
4. additionthe same volume of heptane was added
5. temperatureThe mixture was cooled
6. customcrystals were precipitated at around 40° C
7. stirringwith stirring
8. filtrationthe precipitated crystals were collected by filtration
9. customdried