반응 #48511

반응 방정식

Potassium tert-butoxide

benzyl 4-isocyanatopiperidin-1-carboxylate

4-bromobutan-2-amine hydrobromide

triethylamine

→

title compound

수율 62.0%

Benzyl 4-(4-methyl-2-oxotetrahydropyrimidin-1(2H)-yl)piperidin-1-carboxylate

수율 62.0%

용매

THF

acetonitrile

acetonitrile

반응 조건

후처리

1. 1
   workup.STIRRINGthe mixture was further stirred at room temperature for 15 hours
2. 2
   농축The reaction mixture was concentrated under reduced pressure
3. 3
   workup.ADDITIONthe residue was diluted with water
4. 4
   추출extracted with ethyl acetate
5. 5
   세척The extract was washed with water and saturated saline solution
6. 6
   건조dried over anhydrous sodium sulfate
7. 7
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
8. 8
   기타The residue was purified by silica gel column chromatography (ethyl acetate to ethyl acetate/methanol=10/1)

실험 절차

A solution of benzyl 4-isocyanatopiperidin-1-carboxylate (0.26 g) in acetonitrile (10 mL) was added to a solution of 4-bromobutan-2-amine hydrobromide (0.17 g) and triethylamine (0.10 g) in acetonitrile (10 mL), followed by stirring at room temperature for one hour. Potassium tert-butoxide (0.29 g) and THF (20 mL) were added thereto, and the mixture was further stirred at room temperature for 15 hours. The reaction mixture was concentrated under reduced pressure, and the residue was diluted with water, and extracted with ethyl acetate. The extract was washed with water and saturated saline solution and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate to ethyl acetate/methanol=10/1) to obtain the title compound (0.15 g, 45%) as a light brown solid.

출처