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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2287574Generated: October 31, 2026

N,N-Dimethylaniline → 3-benzyloxy-2-nitro-N-methoxyacetyl-N-methylaniline

https://huagongshe.com/reaction/2287574

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-DimethylanilineHCID 949—
ReactantMethoxyacetyl chlorideHCID 96623—
Reactant3-benzyloxy-2-nitro-N-methylanilineHCID 10729890—
SolventEthyl AcetateHCID 8857—
Product3-benzyloxy-2-nitro-N-methoxyacetyl-N-methylanilineHCID 10544383—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a mixture of 3-benzyloxy-2-nitro-N-methylaniline (400 mg) and N,N-dimethylaniline (1 ml) was added methoxyacetyl chloride (310 μl) under nitrogen atmosphere, and the mixture was stirred for 2.5 hours at 90° C. After cooling, ethyl acetate was added to the reaction mixture, and the mixture was washed with water and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by silica gel column chromatography (ethyl acetate:n-hexane=2:1, v/v) to give 3-benzyloxy-2-nitro-N-methoxyacetyl-N-methylaniline (474.2 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06083961
Source datasetuspto-grants-2000_07
ORD IDord-8934cc7c7c0d4ea08382fd477c733974
Source noteuspto-grants-2000_07