Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2221075Generated: October 30, 2026

Sodium hydride → 2-Oxo-[1,4']bipiperidinyl-1'-carboxylic acid benzyl ester

https://huagongshe.com/reaction/2221075

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4-(5-Chloro-pentanoylamino)-piperidine-1-carboxylic acid benzyl esterHCID 23369978—
SolventTetrahydrofuranHCID 8028—
Product2-Oxo-[1,4']bipiperidinyl-1'-carboxylic acid benzyl esterHCID 23369980107.2%

Reaction Steps

4-(5-Chloro-pentanoylamino)-piperidine-1-carboxylic acid benzyl ester (15.6 g) was added to a suspension of sodium hydride (2.12 g) in tetrahydrofuran (175 mL). After being stirred overnight, the reaction was quenched with water, then the tetrahydrofuran was removed under reduced pressure. The aqueous solution was diluted with water and extracted with methylene chloride (4×50 mL). The organic extracts were dried and evaporated to give the title compound (15 g). Rf=0.30 in ethyl acetate. MS: m/z=317 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07368461B2
Source datasetuspto-grants-2008_05
ORD IDord-51c6e232feac4beea4414fbd8faa7030
Source noteuspto-grants-2008_05