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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 876050Generated: October 30, 2026

Chloroacetyl chloride → N-((1-benzyl-4-hydroxypiperidin-4-yl)methyl)-2-chloroacetamide

https://huagongshe.com/reaction/876050

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetyl chlorideHCID 6577—
ReactantTriethylamineHCID 8471—
Reactant4-(Aminomethyl)-1-benzylpiperidin-4-olHCID 10421026—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductN-((1-benzyl-4-hydroxypiperidin-4-yl)methyl)-2-chloroacetamideHCID 5291116078.4%

Reaction Steps

To a solution of compound 397 (39.7 g, 180 mmol) in dichloromethane (350 mL) was added triethylamine (50.0 mL, 359 mmol), followed by dropwise addition of chloroacetyl chloride (16.5 mL, 207 mmol) over 15 minutes. The resulting solution was stirred at room temperature for 1.25 hours. The crude mixture was diluted with DCM and water, and extracted with DCM twice. The combined organics were dried over Na2SO4 and concentrated in vacuo to give compound 398 (41.9 g, 78%). LCMS-ESI (POS), M/Z, M+1: Found 297.1, Calculated 297.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08980903B2
Source datasetuspto-grants-2015_03
ORD IDord-a822be1c7228479387f6cb50fb77ecc5
Source noteuspto-grants-2015_03