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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1837689Generated: November 1, 2026

Triethylamine → 1-[(2-Methoxy-3-piridyl)methyl]-4-(2,2-dibromovinyl)piperidine

https://huagongshe.com/reaction/1837689

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
Reactant1-[(2-Methoxy-3-pyridyl)methyl]-4-piperidineacetaldehydeHCID 22678302—
SolventDichloromethaneHCID 6344—
Solvent1,1-DichloroethaneHCID 6365—
Product1-[(2-Methoxy-3-piridyl)methyl]-4-(2,2-dibromovinyl)piperidineHCID 2267849361.5%

Reaction Steps

3.0 g of 1-[(2-methoxy-3-piridyl)methyl]-4-piperidine acetaldehyde, 5.4 ml of triethylamine, 20.1 g of triphenylphosphine and 12.9 g of carbon tetrabromide were dissolved in 77 ml of dichloroethane at 0° C., and the mixture was stirred for one hour. Dichloromethane was added to the reaction solution, the mixture was washed with an aqueous saturated sodium bicarbonate, and then it was dried over anhydrous magnesium sulfate. The solvent was evaporated, and the crude product was purified by NH form silica gel column chromatography (hexane:ethyl acetate=20:1), to give 2.9 g of the title compound as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06784192B2
Source datasetuspto-grants-2004_08
ORD IDord-cf7647aa98814464817033709908698a
Source noteuspto-grants-2004_08