HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1098749Generated: October 25, 2026
Triethylamine → N-[1-(3-Pentafluoroethyl-phenyl)-vinyl]-acetamide
https://huagongshe.com/reaction/1098749
Participants
| Role | Name | HCID | Charge |
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| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N-Vinylacetamide | HCID 78875 | — |
| Reactant | Phosphine, (1-methylethylidene)bis[diphenyl- | HCID 12091099 | — |
| Reactant | Trifluoro-methanesulfonic acid 3-pentafluoroethyl-phenyl ester | HCID 59506217 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-[1-(3-Pentafluoroethyl-phenyl)-vinyl]-acetamide | HCID 59506293 | — |
Reaction Steps
To a solution of the crude product of step 1 (0.75 g, 2.2 mmol) in DMF (10 ml) was added N-vinylacetamide (0.37 g, 4.36 mmol), triethylamine (243 mg, 0.33 ml, 2.40 mmol), palladium acetate (20 mg, 4 mol %) and bis(diphenylphosphino)propane (40 mg, 0.1 mmol). The reaction mixture was heated for 30 min at 130° C. using microwaves. The red solution was diluted and washed with hydrochloric acid (1M, 2×15 ml) and sodium hydrogen carbonate (saturated, 20 ml). The organic phase was dried over sodium sulphate and evaporated. Purification of the crude product by silica gel chromatography using ethyl acetate/n-heptane (2:1) gave the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08143242B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-952ca0b47f1a49ef9fa38068bfe476a6 |
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| Source note | uspto-grants-2012_03 |
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