Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 636498Generated: October 29, 2026

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

https://huagongshe.com/reaction/636498

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 numberUS06194396B1
Source datasetuspto-grants-2001_02
ORD IDord-d2147d6a961644a2b92bd548d9d3a707
Source noteuspto-grants-2001_02