HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon Dioxide → 5-Bromo-2,3,4-trifluorobenzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon Dioxide | HCID 280 | — |
| Reactant | Sulfolane | HCID 31347 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | 1-Bromo-2,3,4-trifluorobenzene | HCID 2733255 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexamethylphosphoramide | HCID 12679 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Solvent | 2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl- | HCID 81646 | — |
| Product | 5-Bromo-2,3,4-trifluorobenzoic acid | HCID 11118637 | — |
Reaction Steps
To a solution of 2,3,4-trifluorobromobenzene in appropriate solvent (include aliphatic and aromatic hydrocarbon (such as pentane, hexane, heptane, cyclohexane, petroleum ether, petrol, gasoline, benzene, toluene, xylene), ether (such as diethyl ether, dibutyl ether, glycol dimethyl ether, 2-methoxyethyl ether, tetrahydrofuran, dioxane), sulfolane, HMPA, DMPU, prefer anhydrous THF, ethyl ether and dioxane) was added strong base (such as LDA, nBuLi, LiHDMS) at low temperature (−50-−80° C., prefer −78° C.) under nitrogen atmosphere. The reaction is kept stirring for some time (0.5-12 h, prefer 0.5-2 h) and is added dry ice. After several hours (3-12 h, prefer 5-10 h), 5-bromo-2,3,4-trifluorobenzoic acid is obtained after conventional workup.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09290468B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-80306c00fd1a499da545dfa8a47cdfe5 |
| Source note | uspto-grants-2016_03 |