HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(Trifluoromethyl)phenol → 4-(3-Trifluoromethylphenoxy)-2-(4-Trifluoromethylphenyl)-Pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(Trifluoromethyl)phenol | HCID 7376 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3,3-Dichloro-2-propenal | HCID 17554 | — |
| Reactant | 4-Trifluoromethylbenzamidinium acetate | HCID 18541700 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-(3-Trifluoromethylphenoxy)-2-(4-Trifluoromethylphenyl)-Pyrimidine | HCID 9929950 | 60% |
Reaction Steps
3-Trifluoromethylphenol (5 mmoles) and subsequently 3,3-dichloroacrolein (5 mmoles) are added to a mixture consisting of a 4-trifluoromethylbenzamidinium acetate (5 mmoles), sodium carbonate (40 mmoles) and acetonitril (35 ml), which is stirred under reilux. The reaction mixture is stirred for 20 hours under reflux and subsequently cooled down to ambient temperature and filtered through silica. The organic phase is washed with ethyl acetate and concentrated in vacuo. The residue is purified by chromatography on Al2O3 (petrol ethers/ethyl acetate: 2/1) to yield 1.1 g (60%) of the pure product having a melting point of 66-67° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06559307B2 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-a0b0745c9fb7486b9339e07a4d005f05 |
| Source note | uspto-grants-2003_05 |