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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2271203Generated: November 2, 2026

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

https://huagongshe.com/reaction/2271203

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 numberUS06333358B1
Source datasetuspto-grants-2001_12
ORD IDord-448c1cdaad81456a9fe572c92e96d844
Source noteuspto-grants-2001_12