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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1274113Generated: October 29, 2026

Sodium Carbonate → Ethyl 3-(hydroxymethyl)piperidine-1-carboxylate

https://huagongshe.com/reaction/1274113

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantEthyl chloroformateHCID 10928—
ReactantPiperidin-3-ylmethanolHCID 107308—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
ProductEthyl 3-(hydroxymethyl)piperidine-1-carboxylateHCID 1926173198%

Reaction Conditions

Temperature10 °C

Reaction Steps

A mixture of 3-hydroxymethyl-piperidine (0.6 mol) and Na2CO3 (130 g) in CHCl3 (600 ml) and water (600 ml) was stirred at 10° C. Ethyl chloroformate (115 g) was added dropwise (temperature was kept at 10° C.). The mixture was stirred until the temperature reached room temperature and the reaction mixture was stirred overnight. Water (500 ml) was added. The organic layer was separated, washed with water, dried, filtered and the solvent was evaporated, yielding 110 g (98%) of (±)-ethyl 3-(hydroxymethyl)-1-piperidinecarboxylate (interm. 17).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06156757
Source datasetuspto-grants-2000_12
ORD IDord-204971d77c894ca6a2471580a7dfba68
Source noteuspto-grants-2000_12