HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → 3-Methoxy-5-nitro-biphenyl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | 1-Iodo-3-methoxy-5-nitrobenzene | HCID 10684039 | — |
| Catalyst | HCID 178420553 | HCID 178420553 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-Methoxy-5-nitro-biphenyl | HCID 22283330 | 81% |
Reaction Steps
1-Iodo-3-methoxy-5-nitro-benzene (279 mg, 1 mmol), phenylboronic acid (146 mg, 1.2 mmol), potassium carbonate (2M, 1.0 ml) and tetrakis(triphenylphosphino)palladium(0) are dissolved in ethanol (0.5 ml) and toluene (10 ml) and the mixture heated to 90° C. for 24 h. The volatile components are removed in vacuo and the residue codistilled twice with toluene. Flash chromatography (silica,. eluent dichloromethane/cyclohexane 1:2) affords the product (185 mg, 81%) as light brown solid. MS: m/e=229 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06835732B2 |
| Source dataset | uspto-grants-2004_12 |
| ORD ID | ord-829a79a5b36c464b96c526821bcc2d83 |
| Source note | uspto-grants-2004_12 |