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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69590Generated: October 30, 2026

Ethylamine → N-ethyl-4-fluorobenzamide

https://huagongshe.com/reaction/69590

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylamineHCID 6341—
ReactantTriethylamineHCID 8471—
Reactant4-Fluorobenzoyl chlorideHCID 67879—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductN-ethyl-4-fluorobenzamideHCID 4693101100%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of ethylamine (69.4 mL, 139 mmol) and triethylamine (21.10 mL, 151 mmol) in DCM (Volume: 150 mL) was added p-Fluorobenzoyl chloride (15.13 mL, 126 mmol) at 0° C. The reaction was stirred at 0° C. for 1 hr and then warmed slowly to room temperature. The reaction mixture was diluted with water. The layers were separated and the organic layer was washed with brine, dried over MgSO4, filtered, and the organic phase stripped to dryness via rotary evaporation. The organic extract was dried in vacuo to provide N-ethyl-4-fluorobenzamide (21 g, 100% yield) as a tan solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822470B2
Source datasetuspto-grants-2014_09
ORD IDord-c44bb80b96884f6e8d8006369addfabe
Source noteuspto-grants-2014_09