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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 383177Generated: October 27, 2026

Chloromethyl Methyl Ether → N-methoxymethyl-N-methylpyrrolidinium chloride

https://huagongshe.com/reaction/383177

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloromethyl Methyl EtherHCID 7864—
Reactant1-MethylpyrrolidineHCID 8454—
SolventTolueneHCID 1140—
ProductN-methoxymethyl-N-methylpyrrolidinium chlorideHCID 23116042—

Reaction Conditions

Temperature5 °C

Reaction Steps

A 30.0 g quantity of N-methylpyrrolidine (reagent, product of Tokyo Kasei Co., Ltd.) was dissolved in 120 g of toluene, followed by replacement with nitrogen. Chloromethyl methyl ether (31.2 g, reagent, product of Tokyo Kasei Co., Ltd.) was added dropwise to the solution at 5° C. over a period of 1 hour. The mixture was stirred at 5° C. for 1 hour, then gradually heated to a higher temperature, and stirred at room temperature for 10 hours to complete the reaction. The reaction mixture was filtered, and the resulting solid product was washed with 150 g of toluene and 150 g of acetone. The washed product was dried in a vacuum to obtain 53.7 g of the desired product (white solid).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08366956B2
Source datasetuspto-grants-2013_02
ORD IDord-2297c9ba132c47f2a98b1e2367a9b2a2
Source noteuspto-grants-2013_02