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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2243877Generated: October 31, 2026

Chlorosuccinimide → Tert-butyl (2r)-2-[chloro(hydroxyimino)methyl]piperidine-1-carboxylate

https://huagongshe.com/reaction/2243877

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
Reactant(r)-2-(Hydroxyimino-methyl)-piperidine-1-carboxylic acid tert-butyl esterHCID 87452998—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductTert-butyl (2r)-2-[chloro(hydroxyimino)methyl]piperidine-1-carboxylateHCID 8786911086.1%

Reaction Steps

To the title compound of Example 3.1 (3.1 g, 13.7 mmol) in DMF (30 mL) at 40° C. was added N-chlorosuccinimide (2.0 g, 15.1 mmol) in 3 portions. After stirring for 1 hour, the reaction mixture was diluted with ethyl acetate and then the organic layer washed with water (3 times) and brine, dried over anhydrous Na2SO4, filtered and concentrated to give the title product (3.1 g, 85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07678796B2
Source datasetuspto-grants-2010_03
ORD IDord-9cf9ab72d39146c79ee45ad7c319c1ac
Source noteuspto-grants-2010_03