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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499228Generated: October 30, 2026

Formaldehyde → 4-(1-Methylpiperidine-2-carbonyl)piperazine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/499228

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantTert-butyl 4-(piperidine-2-carbonyl)piperazine-1-carboxylateHCID 50986447—
Solvent1,2-DichloroethaneHCID 11—
SolventDichloromethaneHCID 6344—
Product4-(1-Methylpiperidine-2-carbonyl)piperazine-1-carboxylic acid tert-butyl esterHCID 68457637—

Reaction Steps

0.54 ml of 37% aqueous formaldehyde and then 1.41 g of NaBH(OAc)3 are added to a solution of 0.99 g of the compound obtained in step 5.2, in 11 ml of DCE, and the medium is stirred at AT for 12 h. The medium is diluted in DCM and filtered through cotton wool. The organic phase is washed twice with a saturated NaHCO3 solution, and then with a saturated NaCl solution. After drying over MgSO4 and evaporation of the solvents, 0.84 g of the expected product is recovered.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767681B2
Source datasetuspto-grants-2010_08
ORD IDord-ec7eb7b3d6d14b7b83d53b22e33afc3f
Source noteuspto-grants-2010_08