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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1843893Generated: November 2, 2026

Dimethylformamide → 3-[4-(Trifluoromethyl)phenyl]prop-2-enoyl chloride

https://huagongshe.com/reaction/1843893

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantEthyl AcetateHCID 8857—
ReactantThionyl ChlorideHCID 24386—
Reactant3-[4-(Trifluoromethyl)phenyl]prop-2-enoic acidHCID 74940—
SolventDichloromethaneHCID 6344—
SolventHexaneHCID 8058—
Product3-[4-(Trifluoromethyl)phenyl]prop-2-enoyl chlorideHCID 54269186—

Reaction Conditions

Temperature0 °C

Reaction Steps

DMF (0.3 mL) was added to a solution of 3-(4-trifluoromethyl-phenyl)-acrylic acid (I-29a: 4 g, 0.018 mol) in DCM (30 mL). The reaction mixture was stirred at 0° C. under nitrogen atmosphere. This was followed by the addition of SOCl2 (2.62 g, 0.022 mol) and the resulting mixture was refluxed at 75° C. for 3 hours. The reaction was monitored by TLC (30% ethylacetate in hexane). The reaction mixture was cooled to room temperature and concentrated to afford the crude product which was dissolved in 1,4-dioxane and used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946260B2
Source datasetuspto-grants-2015_02
ORD IDord-dd7998db2b3b4cd3a14ed9323dc1b9f9
Source noteuspto-grants-2015_02