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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2077834Generated: November 1, 2026

Ethylamine → N-ethyl-4-fluorobenzamide

https://huagongshe.com/reaction/2077834

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 numberUS07928105B2
Source datasetuspto-grants-2011_04
ORD IDord-fee9f69812e847b2a906036ea196cc4d
Source noteuspto-grants-2011_04