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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 566138Generated: October 31, 2026

N-(2-methoxyethyl)-N-methyl-4-nitrobenzylamine → 4-{[(2-Methoxyethyl)methylamino]methyl}phenylamine

https://huagongshe.com/reaction/566138

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(2-methoxyethyl)-N-methyl-4-nitrobenzylamineHCID 23507717—
SolventAcetic AcidHCID 176—
Product4-{[(2-Methoxyethyl)methylamino]methyl}phenylamineHCID 2350746166.5%

Reaction Steps

In acetic acid (100 ml) was dissolved N-(2-methoxyethyl)-N-methyl-4-nitrobenzylamine (5.9 g), and to the mixture was added reduced iron (7.5 g) little by little. The mixture was stirred at room temperature overnight, and the solvent was evaporated. To the residue was added ethyl acetate, and precipitates were filtered off. The filtrate was washed with sodium hydroxide solution, water and saturated brine, and dried with anhydrous magnesium sulfate. Under reduced pressure, the solvent was evaporated to give 4-((N-(2-methoxyethyl)-N-methylamino)methyl)aniline (3.4 g) as red oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06172061B2
Source datasetuspto-grants-2001_01
ORD IDord-cf5fe72536324a2990b0a1993d65aa7d
Source noteuspto-grants-2001_01