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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2216249Generated: October 25, 2026

Acetic Anhydride → N-(4-Bromo-2-methylphenyl)acetamide

https://huagongshe.com/reaction/2216249

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
Reactant4-Bromo-2-methylanilineHCID 11423—
ReactantSodium AcetateHCID 517045—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductN-(4-Bromo-2-methylphenyl)acetamideHCID 22227799.9%

Reaction Conditions

Temperature85 °C

Reaction Steps

Acetic anhydride (15.2 ml, 0.16 mol) was added dropwise to a stirred mixture of 4-bromo-2-methylaniline (10.0 g, 0.054 mol) and sodium acetate (2.52 g, 0.056 mol) in toluene (150 ml). Once the addition was complete the mixture was warmed to 85° C. and stirred for 40 minutes. The mixture was cooled to room temperature, diluted with ethyl acetate and washed with water. The organic solution was evaporated in vacuo, a further quantity of toluene was added and then the solvent was evaporated to give 4-bromo-2-methylacetanilide (12.3 g), as a colourless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07112553B1
Source datasetuspto-grants-2006_09
ORD IDord-469f6efd7aa8437e88791e175f260172
Source noteuspto-grants-2006_09