Sulfuryl chloride → Ethyl 3-chloro-2-oxopiperidine-3-carboxylate

To a mixture of ethyl 2-oxopiperidine-3-carboxylate (30 g) in THF (300 mL) was added dropwise sulfuryl chloride (14.2 mL) at 0° C.-5° C., and the mixture was stirred at room temperature for 18 hr. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate solution (300 mL) at 0° C., and the mixture was stirred at room temperature for 30 min and extracted with ethyl acetate (300 mL×3). The extract was washed with saturated brine (300 mL), and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was washed with hexane/ethyl acetate (5/1, 60 mL×2) to give the title compound (32.7 g). MS (ESI+): [M+H]+ 206.1.

1. stirringthe mixture was stirred at room temperature for 30 min
2. extractionextracted with ethyl acetate (300 mL×3)
3. washThe extract was washed with saturated brine (300 mL)
4. dry with materialdried over anhydrous magnesium sulfate
5. customthe solvent was evaporated under reduced pressure
6. washThe residue was washed with hexane/ethyl acetate (5/1, 60 mL×2)

ORD-Eintrag

ord-e48a060c07ce469c8da9aced4010b72d

Quelldatensatz

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08822699B2