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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1869464Generated: October 31, 2026

Dimethyl Sulfoxide → tert-Butyl 4-carbamoyl-4-methylpiperidine-1-carboxylate

https://huagongshe.com/reaction/1869464

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantHydrogen PeroxideHCID 784—
ReactantSodium HydroxideHCID 14798—
Reactanttert-Butyl 4-cyano-4-methylpiperidine-1-carboxylateHCID 46835621—
SolventMethanolHCID 887—
Producttert-Butyl 4-carbamoyl-4-methylpiperidine-1-carboxylateHCID 53393793—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 4-cyano-4-methyl-piperidine-1-carboxylic acid tert-butyl ester (2.24 g, 10 mmol) in methanol (25 mL) was added DMSO (1 mL), aqueous 1N NaOH (12 mL, 12 mmol) and H2O2 (4 mL) at room temperature. The mixture was heated at 50° C. for 3 hours. After cooling to room temperature, the mixture was partitioned between EtOAc and H2O. The organic layer was washed successively with H2O and brine. After drying (Na2SO4), the solvent was removed to afford the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07638541B2
Source datasetuspto-grants-2009_12
ORD IDord-4a931df5b6484191ac493a1d6ddaed98
Source noteuspto-grants-2009_12