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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 423723Generated: October 29, 2026

Carbon Tetrachloride → 2,2,2-Trifluoro-N-phenylacetimidoyl Chloride

https://huagongshe.com/reaction/423723

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon TetrachlorideHCID 5943—
ReactantAnilineHCID 6115—
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylamineHCID 8471—
ReactantTriphenylphosphineHCID 11776—
Product2,2,2-Trifluoro-N-phenylacetimidoyl ChlorideHCID 10058869—

Reaction Steps

A mixture of Ph3P (138.0 g, 526 mmol), Et3N (21.3 g, 211 mmol), CCl4 (170 mL) and TFA (20 g, 175 mmol) was stirred for 10 min in an ice-bath. Aniline (19.6 g, 211 mmol) was dissolved in CCl4 (20 mL) was added. The mixture was stirred at reflux for 3 h. The solvent was removed under vacuum and hexane was added. The precipitates (Ph3PO and Ph3P) were filtered off and washed with hexane. The filtrate was distilled under reduced pressure to yield 2,2,2-trifluoro-N-phenyl-acetimidoyl chloride (19 g), which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08101767B2
Source datasetuspto-grants-2012_01
ORD IDord-bec768f200cc4feb9b1402275930c404
Source noteuspto-grants-2012_01