Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732279Generated: October 30, 2026

Methyl chloroformate → HCID 61056118, compound

https://huagongshe.com/reaction/732279

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroformateHCID 6586—
ReactantTriethylamineHCID 8471—
Reactant4-Aminopiperidine-4-carboxylic acid--hydrogen chloride (1/2)HCID 22907088—
SolventTetrahydrofuranHCID 8028—
ProductHCID 61056118HCID 61056118—

Reaction Conditions

Temperature0 °C

Reaction Steps

(1-Methyl-4-methylamino-piperidin-4-yl)-methanol is prepared from 4-amino-piperidine-4-carboxylic acid 2HCl. Methyl chloroformate (0.40 g, 4.2 mmol) is added dropwise to a mixture of 4-amino-piperidine-4-carboxylic acid 2HCl (0.278 g, 1.28 mmol) and Et3N (0.713 g, 7.04 mmol) in THF (10 ml) at room temperature. After 16 h, the reaction mixture is filtered, rinsed with EtOAc and concentrated. A solution of LAH in THF (5 ml of a 1 M solution) is added to the residue. After stirring at reflux for 4 h, the reaction mixture is cooled to 0° C. and carefully quenched with Na2SO4.10H2O. After warming to room temperature the reaction mixture is diluted with EtOAc and filtered through Celite. The filtrate is concentrated to give (1-methyl-4-methylamino-piperidin-4-yl)-methanol which is carried forward without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585975B2
Source datasetuspto-grants-2009_09
ORD IDord-8d343d87b52b41f5af8d26513d152a07
Source noteuspto-grants-2009_09