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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 403073Generated: October 29, 2026

1-Methylpyrrolidine → 1-(Methoxymethyl)-1-methylpyrrolidin-1-ium bromide

https://huagongshe.com/reaction/403073

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylpyrrolidineHCID 8454—
ReactantBromomethyl methyl etherHCID 83093—
SolventAcetoneHCID 180—
SolventWaterHCID 962—
Product1-(Methoxymethyl)-1-methylpyrrolidin-1-ium bromideHCID 23116040—

Reaction Conditions

Temperature15 °C

Reaction Steps

A 17.0 g quantity of N-methylpyrrolidine was dissolved in 160 g of dehydrated acetone (up to 0.1% in water content), followed by nitrogen replacement. To the solution was added dropwise 24.6 g of bromomethyl methyl ether (reagent, product of Tokyo Kasei Co., Ltd.) at 5° C. over a period of 1.5 hours. The mixture was stirred at 5 to not higher than 15° C. for 4 hours to terminate the reaction. The reaction mixture was filtered, and the resulting solids were washed with 160 g of acetone, and dried in a vacuum, affording 30.9 g of the desired product (white solid).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08747690B2
Source datasetuspto-grants-2014_06
ORD IDord-c214ccaf4d8641148ea9213b15211510
Source noteuspto-grants-2014_06