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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1050187Generated: October 31, 2026

Triethylamine → 3-Cyano-5-nitrobenzotrifluoride

https://huagongshe.com/reaction/1050187

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
ReactantTrifluoroacetic anhydrideHCID 9845—
ReactantHCID 10537621HCID 10537621—
SolventDichloromethaneHCID 6344—
Product3-Cyano-5-nitrobenzotrifluorideHCID 1072743380.2%

Reaction Conditions

Temperature20 °C

Reaction Steps

To a mixture of 3-nitro-5-(trifluoromethyl)benzamide (1.5 g, 6.41 mmol) in DCM (20 mL) were added Et3N (1.314 mL, 9.61 mmol) and trifluoroacetic anhydride (1.357 mL, 9.61 mmol) at 20° C. The mixture was stirred at 20° C. for 2 h. TLC (PE/EA=3:1, Rf=0.6) showed the reaction was finished. The reaction was concentrated to give crude product, which was purified by column chromatography (PE/EA=3:1, Rf=0.6) to give 3-nitro-5-(trifluoromethyl)benzonitrile (1.2 g, 5.14 mmol, 80% yield): 1H NMR (400 MHz, CDCl3-d) δ 8.71 (s, 2H), 8.24 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382238B2
Source datasetuspto-grants-2016_07
ORD IDord-f028d4d1d6934badbd5905e9f4b57524
Source noteuspto-grants-2016_07