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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 3-[4-(Trifluoromethyl)phenyl]prop-2-enoic acid | HCID 74940 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 3-[4-(Trifluoromethyl)phenyl]prop-2-enoyl chloride | HCID 54269186 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08946260B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-dd7998db2b3b4cd3a14ed9323dc1b9f9 |
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| Source note | uspto-grants-2015_02 |
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