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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1241900Generated: October 29, 2026

(p-Acetylphenoxy)acetic acid → (4-acetylphenyloxy)-N-[1-(3,4-dichlorobenzyl)piperidin-4-yl]acetamide

https://huagongshe.com/reaction/1241900

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(p-Acetylphenoxy)acetic acidHCID 74655—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-(3,4-Dichlorobenzyl)piperidin-4-ylamine dihydrochlorideHCID 21937129—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
Product(4-acetylphenyloxy)-N-[1-(3,4-dichlorobenzyl)piperidin-4-yl]acetamideHCID 2193701829.2%

Reaction Steps

(4-Acetylphenyloxy)acetic acid (2.0 g) and 4-amino-1-(3,4-dichlorobenzyl)piperidine dihydrochloride (3.4 g) were suspended in DMF (50 mL), and triethylamine (2.9 mL), EDC hydrochloride (2.4 g) and HOBt (1.9 g) were added to the suspension. The suspension was stirred for 12 hrs. The reaction mixture was washed with water and then saturated brine and dried, and the solvent was evaporated under reduced pressure. Diisopropyl ether was added to the residue to crystallize to give the title compound (1.3 g) as a white solid. melting point: 113° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07115635B2
Source datasetuspto-grants-2006_10
ORD IDord-00ced8d755e24870a4e09cd6c318c1b7
Source noteuspto-grants-2006_10