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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1973789Generated: October 31, 2026

Water → Phenylmethyl 4-(phenylamino)-1-(2-phenylethyl)-4-piperidinecarboxylate

https://huagongshe.com/reaction/1973789

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzyl ChlorideHCID 7503—
Reactant4-Piperidinecarboxylic acid, 4-(phenylamino)-1-(2-phenylethyl)-HCID 616233—
ReactantSodiumHCID 5360545—
SolventHexamethylphosphoramideHCID 12679—
ProductPhenylmethyl 4-(phenylamino)-1-(2-phenylethyl)-4-piperidinecarboxylateHCID 12298150—

Reaction Conditions

Temperature110 °C

Reaction Steps

10.4 parts of 4-(phenylamino)-1-(2-phenylethyl)-4-piperidinecarboxylic acid, sodium salt are dissolved in 75 parts of hexamethylphosphoric triamide while heating to 110° C. After cooling to 20° C, 3.4 parts of (chloromethyl)benzene are added dropwise. Upon completion, stirring is continued for 18 hours at room temperature. The reaction mixture is poured onto 300 parts of water and the product is extracted with methylbenzene. The extract is washed with water, dried, filtered and evaporated. The residue is crystallized from 2,2'-oxybispropane, yielding phenylmethyl 4-(phenylamino)-1-(2-phenylethyl)-4-piperidinecarboxylate; mp. 76.7° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03998834
Source datasetuspto-grants-1976_12
ORD IDord-0ec497f1660f4a81a9189bd63aadfccf
Source noteuspto-grants-1976_12