HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl Benzoate → (Trifluoromethyl)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl Benzoate | HCID 7150 | — |
| Reactant | 2,2,2-Trifluoroacetophenone | HCID 9905 | — |
| Reactant | Iodobenzene | HCID 11575 | — |
| Reactant | HCID 178419081 | HCID 178419081 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Product | (Trifluoromethyl)benzene | HCID 7368 | 26% |
Reaction Steps
The trifluoromethyl phenyl sulfone/tBuOK trifluoromethylation method can also be applied to other systems. For instance, methyl benzoate can be trifluoromethylated to generate 2,2,2-trifluoroacetophenone in 30% yield at about −50° C. to about −20° C. CF3Cu can be in situ generated with trifluoromethyl phenyl sulfone/tBuOK and copper iodide (CuI), and then further react with iodobenzene at 80° C. for 20 h to give α,α,α-trifluorotoluene in 26% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07087789B2 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-a6ef70945a064cf8aa5b23fae875897f |
| Source note | uspto-grants-2006_08 |