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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2184082Generated: October 26, 2026

Ethyl Bromide → N-(2-Ethoxyethyl)-N-methylaniline

https://huagongshe.com/reaction/2184082

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl BromideHCID 6332—
ReactantPotassium HydroxideHCID 14797—
Reactant2-(N-Methylanilino)ethanolHCID 62340—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
ProductN-(2-Ethoxyethyl)-N-methylanilineHCID 2247560795%

Reaction Steps

To a solution of the product from step 1 (850 mg, 506 mmol) in DMSO (4 mL) and KOH (1.2 g, 22.0 mmol) was added ethyl bromide (0.85 mL, 11.4 mmol). After stirring 1.5 hours at ambient temperature, the reaction mixture was diluted with water and the product extracted with CH2Cl2 (3×). The combined organic layers were dried (MgSO4), filtered and concentrated to afford the title compound as a yellow oil (950 mg, 95%). MS (ES+) m/z 180 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06900244B2
Source datasetuspto-grants-2005_05
ORD IDord-a5b326bb571546e2996edefcd7b42511
Source noteuspto-grants-2005_05