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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 575536Generated: October 29, 2026

Diethyl Ether → HCID 86682761, compound

https://huagongshe.com/reaction/575536

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant1,5-DibromopentaneHCID 8100—
ReactantN-MethylpiperidineHCID 12291—
SolventDimethylformamideHCID 6228—
ProductHCID 86682761HCID 86682761—

Reaction Steps

A solution of 1-methylpiperidine (˜26.04 g) in dimethylformamide (˜250 mL) was added slowly to a solution of 1,5-dibromopentane (˜226.3 g) in dimethylformamide (˜50 mL) with rapid stirring. Stirring of the solution was continued overnight. The reaction mixture was then poured into diethyl ether (˜1500 mL) producing a yellow oil. The diethyl ether was decanted and the oil poured into a solution of fresh diethyl ether (˜1500 mL) with acetone (˜250 mL) and then stirred overnight. The resulting waxy solid was filtered. After drying the product (˜51.8 g, ˜60%) was confirmed to be 1-(5-bromopentyl)-1-methylpiperidin-1-ium bromide by 1H NMR.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09035058B2
Source datasetuspto-grants-2015_05
ORD IDord-9321dadafdd247768ae6dab95e3dd3a0
Source noteuspto-grants-2015_05