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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 483477Generated: October 25, 2026

2-(Dimethylamino)ethanol → 2-(N,N-dimethylamino)ethyl N-methylpipecolinate

https://huagongshe.com/reaction/483477

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Dimethylamino)ethanolHCID 7902—
ReactantDibutyltin oxideHCID 61221—
ReactantEthyl 1-methylpiperidine-2-carboxylateHCID 566742—
Product2-(N,N-dimethylamino)ethyl N-methylpipecolinateHCID 23176012—

Reaction Conditions

Temperature145 °C

Reaction Steps

A mixture of 85 g (0.5 mol) of ethyl 1-methylpipecolinate, 44.6 g (0.5 mol) of N,N-dimethylethanolamine and 0.82 g of dibutyltin oxide was heated at about 145° C. for 30 hours. The ethanol by-product was collected in a Dean-Stark trap. When the rate of ethanol evolution and amount of ethanol collected showed that the reaction was essentially complete, the reaction was heated at about 180° C. until ethanol evolution ceased. The liquid product was purified by distillation at reduced pressure to provide 2-(N,N-dimethylamino)ethyl N-methylpipecolinate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05225513
Source datasetuspto-grants-1993_07
ORD IDord-6e74ee1cb88d4903a3fa856dd9a5d693
Source noteuspto-grants-1993_07