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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1470113Generated: October 25, 2026

Triethylamine → 2-((2,4-Dichlorobenzyl)(methyl)amino)-1-(3-nitrophenyl)ethanone

https://huagongshe.com/reaction/1470113

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Bromo-1-(3-nitrophenyl)ethan-1-oneHCID 75213—
ReactantBenzenemethanamine, 2,4-dichloro-N-methyl-HCID 485424—
Solvent1,4-DioxaneHCID 31275—
Product2-((2,4-Dichlorobenzyl)(methyl)amino)-1-(3-nitrophenyl)ethanoneHCID 67455430—

Reaction Steps

Into a 100-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed a solution of 2-bromo-1-(3-nitrophenyl)ethanone (2 g, 8.23 mmol, 1.00 equiv), triethylamine (3.4 g, 4.00 equiv), (2,4-dichlorophenyl)-N-methylmethanamine (1.9 g, 10.05 mmol, 1.20 equiv), 1,4-dioxane (50 mL). The resulting solution was stirred for 2 h at room temperature at which time it was judged to be complete by LCMS. The mixture was concentrated under vacuum and the residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:100˜1:50). This resulted in 1.5 g (50%) of 2-((2,4-dichlorobenzyl)(methyl)amino)-1-(3-nitrophenyl)ethanone as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006281B2
Source datasetuspto-grants-2015_04
ORD IDord-c060ca15eaba4749b56694c6937f8c4f
Source noteuspto-grants-2015_04