HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1750806Generated: October 30, 2026
Potassium Carbonate → 1,2-Dichloro-4-(3,3,3-trifluoroprop-1-en-2-yl)benzene
https://huagongshe.com/reaction/1750806
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Propene, 2-bromo-3,3,3-trifluoro- | HCID 272696 | — |
| Reactant | 3,4-Dichlorobenzeneboronic acid | HCID 2734330 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1,2-Dichloro-4-(3,3,3-trifluoroprop-1-en-2-yl)benzene | HCID 67427586 | 63.3% |
Reaction Steps
A mixture of (3,4-dichlorophenyl)boronic acid (500 mg, 2.62 mmol), 2-bromo-3,3,3-trifluoroprop-1-ene (501 mg, 2.88 mmol), K2CO3 (723 mg, 5.24 mmol) and Pd(PPh3)2Cl2 (36 mg, 0.052 mmol) in THF (2 mL) and H2O (1 mL) was heated at 80° C. in a sealed tube for 3 hours. The mixture was cooled to rt and partitioned between EA (20 mL) and H2O (20 mL). The aqueous layer was extracted with EA (20 mL) and the combined organic layers were dried over Na2SO4. The solvent was removed under reduced pressure and the crude product was purified by column chromatography over silica gel eluted with PE to give 1,2-dichloro-4-(3,3,3-trifluoroprop-1-en-2-yl)-benzene (400 mg, 63.3% yield) as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09156860B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-2995f9fc7d26403a99dccd75a13f12a9 |
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| Source note | uspto-grants-2015_10 |
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