Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | 3-Methylbenzoic acid | HCID 7418 | — |
| Reactant | Iodo benzene diacetate | HCID 12217721 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | 2-Iodo-5-methylbenzoic acid | HCID 142941 | — |
Reaction Steps
3-Methylbenzoic acid (6.12 g; 45 mmol), iodobenzene diacetate (14.49 g; 45 mmol), tetrabutylammonium iodide (16.62 g, 45 mmol), iodine (11.43 g; 45 mmol) and diacetoxypalladium (0.5 g; 2.2 mmol) are dissolved in 1,2-dichloroethane, and then the mixture is heated in a sealed tube at 85° C. for 1 hour and 45 minutes. The cooled solution is purified by chromatography over silica gel using dichloromethane and methanol as eluants to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09108983B2 |
|---|
| Source dataset | uspto-grants-2015_08 |
|---|
| ORD ID | ord-c37f594a217845a8a20602dda4347c3f |
|---|
| Source note | uspto-grants-2015_08 |
|---|
