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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499224Generated: October 25, 2026

Sodium Hydroxide → 4-(1-Benzylpiperidin-3-yl)piperazine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/499224

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
Reactant1-Benzylpiperidin-3-one hydrochloride hydrateHCID 2760896—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Solvent1,2-DichloroethaneHCID 11—
SolventDichloromethaneHCID 6344—
Product4-(1-Benzylpiperidin-3-yl)piperazine-1-carboxylic acid tert-butyl esterHCID 68455454126.8%

Reaction Steps

20 ml of a 10% sodium hydroxide solution are added to a suspension of 9.96 g of 1-benzyl-3-piperidone monohydrochloride hydrate in suspension in 200 ml of DCM. The medium is stirred, and the organic phase is separated by settling out and then washed with a saturated NaCl solution. After drying over MgSO4, the organic phase is concentrated. The gum obtained is taken up in 180 ml of DCE, 10.1 g of Boc-piperazine and then 15.9 g of NaBH(OAc)3 are added and the medium is stirred at AT for 12 h. The medium is concentrated and then taken up in EtOAc. The organic phase is washed twice with a saturated NaHCO3 solution, and then with a saturated NaCl solution. After drying over MgSO4, the organic phase is concentrated, to give 18.63 g of the expected product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767681B2
Source datasetuspto-grants-2010_08
ORD IDord-87910c87bace45b09c20b3724529269b
Source noteuspto-grants-2010_08