반응 #75591

반응 방정식

sodium hydroxide

sulfuric acid

sulfuric acid

1-benzyl-4-hydroxy-4-piperidinecarbonitrile hydrochloride

→

1-benzyl-4-hydroxy-4-piperidine carboxamide

수율 68.8%

용매

water

water

반응 조건

후처리

1. 1
   workup.WAITIt was left overnight in a freezer
2. 2
   workup.ADDITIONwas added
3. 3
   추출It was extracted 3 times with a mixed solvent of tetrahydrofuran and ethyl acetate (1:1)
4. 4
   세척The extract was washed with brine
5. 5
   건조dried over anhydrous magnesium sulfate
6. 6
   여과filtered
7. 7
   기타The filtrate was evaporated

실험 절차

A mixed solution of 18 ml conc. sulfuric acid and 1.8 ml water was cooled to 0° C., and 5 g of 1-benzyl-4-hydroxy-4-piperidinecarbonitrile hydrochloride was added thereto little by little. A mixed solution of 25 ml conc. sulfuric acid and 2.5 ml water was added thereto, and stirred at room temperature for 2 hr. It was left overnight in a freezer. The reaction solution was poured onto ice, and 47 g of sodium hydroxide was added thereto little by little. It was extracted 3 times with a mixed solvent of tetrahydrofuran and ethyl acetate (1:1). The extract was washed with brine, dried over anhydrous magnesium sulfate, and then filtered. The filtrate was evaporated and subjected to silica gel column chromatography to give 3.19 g of 1-benzyl-4-hydroxy-4-piperidine carboxamide.

출처