HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenol → 4,5-Difluoro-6-phenoxypyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | 4,5,6-Trifluoropyrimidine | HCID 3572764 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4,5-Difluoro-6-phenoxypyrimidine | HCID 15869674 | 68.1% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
At 0° C., a solution of 42.4 g (0.45 mol) of phenol and 50.4 g (0.45 mol) of potassium tert-butoxide in 400 ml of tetrahydrofuran is added dropwise to a solution of 80 g (0.6 mol) of 4,5,6-trifluoropyrimidine in 1 l of tetrahydrofuran. After the addition, the reaction mixture is stirred at 0° C. for 30 minutes and then poured onto water and extracted with ethyl acetate. The organic phase is dried over sodium sulphate and concentrated under reduced pressure and the residue is stirred with low-boiling petroleum ether. 63.8 g (68.1% of theory) of 4-phenoxy-5,6-difluoropyrimidine of melting point 65-66° C. are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06359133B2 |
| Source dataset | uspto-grants-2002_03 |
| ORD ID | ord-18e6c001fe5949668ae81d637b3da2ca |
| Source note | uspto-grants-2002_03 |