HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 2-Chloro-2'-(phenylmethoxy)-5'-(trifluoromethyl)-[1,1'-biphenyl]-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Bromo-3-chloroaniline | HCID 88888 | — |
| Reactant | 2-Benzyloxy-5-trifluoromethylphenylboronic acid | HCID 23005339 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-Chloro-2'-(phenylmethoxy)-5'-(trifluoromethyl)-[1,1'-biphenyl]-4-amine | HCID 67280021 | — |
Reaction Steps
The product from example 32 step (ii) (0.5 g) and 4-bromo-3-chloroaniline (0.38 g) were dissolved in toluene (4 ml). Ethanol (1 ml), 2M aqueous sodium carbonate (1 ml) and Pd(PPh3)4 (0.115 g) were added sequentially and the mixture heated at reflux for 4 h. The reaction was cooled, evaporated, dissolved in EtOAc, washed with water and brine, dried (MgSO4) and evaporated. The residue was purified by chromatography on silica eluting with 10% EtOAc/isohexane. Yield 0.23 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08158820B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-fe5492cad9d14d0f97a838d8f1807c9c |
| Source note | uspto-grants-2012_04 |