HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 1,3-Dichloro-5-(3,3,3-trifluoroprop-1-en-2-yl)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Propene, 2-bromo-3,3,3-trifluoro- | HCID 272696 | — |
| Reactant | 3,5-Dichlorophenylboric acid | HCID 22283521 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1,3-Dichloro-5-(3,3,3-trifluoroprop-1-en-2-yl)benzene | HCID 23159823 | 88.2% |
Reaction Steps
In a solution of 25.0 g of 3,5-dichlorophenyl boric acid in 200 ml of tetrahydrofuran and 100 ml of water, 27.5 g of 2-bromo-3,3,3-trifluoropropene, 38.0 g of potassium carbonate and 1.84 g of dichlorobis(triphenylphosphine) palladium (II) were added, and stirred under reflux with heat for 3 hours. After the completion of the reaction and cooling to room temperature, 500 ml of ice water was added, and extracted with ethyl acetate (500 ml×1). The organic phase was washed with water, dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified with silica gel column chromatography that was eluated with hexane, and 25.7 g of the aimed product was obtained as colorless oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022089B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-838b37c0890f40e183627a861f41c8ff |
| Source note | uspto-grants-2011_09 |