Water → 2-(Piperidine-1-carbonyl)-hexahydro-cyclopenta[c]pyrrol-5-one

Hexahydro-cyclopenta[c]pyrrol-5-one triflutate 1f (478 mg, 2 mmol) was dissolved in 20 mL of dichloromethane, and 1-methyl-3-(piperidine-1-carbonyl)-1H-imidazol-3-ium iodide (0.96 g, 3 mmol) and triehtylamine (0.84 mL, 6 mmol) were then added to the solution. Upon completion of the addition, the reaction mixture was stirred overnight at room temperature, 20 mL of water was then added to the mixture to quech the reaction, and the mixture was extracted with dichloromethane (50 mL×3). The combined organic extracts were washed with 10% citric acid solution (50 mL) and 50 mL of saturated brine successively, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound 2-(piperidine-1-carbonyl)-hexahydro-cyclopenta[c]pyrrol-5-one 4a (0.41 g, yield 87%) as a colorless oil.

1. additionUpon completion of the addition
2. customthe reaction
3. extractionthe mixture was extracted with dichloromethane (50 mL×3)
4. washThe combined organic extracts were washed with 10% citric acid solution (50 mL) and 50 mL of saturated brine successively
5. dry with materialdried over anhydrous magnesium sulfate
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure
8. customThe residue was purified by silica gel column chromatography

ORD record

ord-2d9ecaff396b4c4baa47128dfb91a24e

Source dataset

uspto-grants-2012_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08178575B2