Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1852912Generated: October 30, 2026

Triethylamine → HCID 71138476, compound

https://huagongshe.com/reaction/1852912

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDimethylamine, hydrochlorideHCID 10473—
ReactantThionyl ChlorideHCID 24386—
Reactant1-(3-Bromophenyl)piperidine-4-carboxylic acidHCID 69570883—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 71138476HCID 71138476101%

Reaction Steps

To a solution of 1-(3-bromophenyl)piperidine-4-carboxylic acid (2 g, 7.0 mmol) in dioxane (70 mL), was added thionyl chloride (2.6 mL, 35 mmol) at 0° C. The mixture was kept at rt for 1 h and evaporated. The residue was co-evaporated with dichloromethane and dissolved in dichloromethane (5 mL). To this mixture, were added the mixture of dimethylamine HCl salt (1.7 g, 21 mmol), triethylamine (4.9 mL, 35 mmol) and dichloromethane (20 mL) at 0° C. The mixture was stirred at rt for 1 h and diluted with water and separated. The organic phase was dried and evaporated. The residue was purified with silica gel column chromatography (hexane/ethyl acetate 10:0 to 1:9) to give the titled compound (2.2 g, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962619B2
Source datasetuspto-grants-2015_02
ORD IDord-bea6faba3dac4ee0a95bcb2cf4a19745
Source noteuspto-grants-2015_02