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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1644895Generated: October 30, 2026

Ethylamine → N-ethyl-4-fluorobenzamide

https://huagongshe.com/reaction/1644895

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 numberUS08124606B2
Source datasetuspto-grants-2012_02
ORD IDord-816cf94d039e4892b41b5e2d9878bfdb
Source noteuspto-grants-2012_02