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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1016577Generated: November 2, 2026

Ethyl Acetate → N-acetoxyacetyl-N-(2-methoxybenzyl)-2-phenoxyaniline

https://huagongshe.com/reaction/1016577

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium AcetateHCID 517045—
ReactantHCID 18407214HCID 18407214—
CatalystTetrabutylammonium BromideHCID 74236—
SolventBenzeneHCID 241—
ProductN-acetoxyacetyl-N-(2-methoxybenzyl)-2-phenoxyanilineHCID 1840720896%

Reaction Steps

In 10 ml of benzene were stirred 1.01 g of N-chloroacetyl-N-(2-methoxybenzyl)-2-phenoxyaniline, 1.30 g of sodium acetate and 170 mg of tetra-n-butyl ammonium bromide at 80° C. for 5 hours. The reaction mixture was poured into ethyl acetate, washed with water and a saturated aqueous sodium chloride solution, successively, and dried over anhydrous sodium sulfate. After removal of the drying agent by filtration, the solvent was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (eluent; ethyl acetate−hexane=1:3) to give 1.03 g of N-acetoxyacetyl-N-(2-methoxybenzyl)-2-phenoxyaniline as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06476056B2
Source datasetuspto-grants-2002_11
ORD IDord-8c0ba9defba84a779439d9e1c6edc159
Source noteuspto-grants-2002_11