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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2163834Generated: November 1, 2026

Trimethylamine → Benzenemethanaminium, N,N-dimethyl-N-2-propenyl-, chloride

https://huagongshe.com/reaction/2163834

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylamineHCID 1146—
ReactantBenzene, 1-(chloromethyl)-3(or 4)-ethenyl-HCID 11768772—
ReactantHCID 86736269HCID 86736269—
SolventWaterHCID 962—
ProductBenzenemethanaminium, N,N-dimethyl-N-2-propenyl-, chlorideHCID 1128729990%

Reaction Conditions

Temperature26 °C

Reaction Steps

477 Grams (3.05 mole) of 98% vinylbenzyl chloride is dissolved in 2070 ml. of acetone:diethylketone (1:1 vol). While maintaining a batch temperature of 19°-24° C., 200 grams of trimethylamine is added to this solution over a period of 6 hours by bubbling the gaseous amine into the stirred, cooled solution. After stirring the resulting batch at ambient temperature (26° C.) for 1 hour, 1300 ml. of solvent is removed under vacuum. (This solvent mixture is saved and reused in subsequent preparations). The resulting hydroscopic solid is dried in the reaction flask at reduced pressure and ambient temperature. 634 Grams (90% yield) of resulting solid product is then carefully transferred to a tightly sealed bottle for storage to prevent water pickup.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04137264
Source datasetuspto-grants-1979_01
ORD IDord-71d5c73d1cbe4da4bf76dfbb215f49c8
Source noteuspto-grants-1979_01