HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenol → HCID 68567043, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Chloro-6-(trifluoromethyl)quinazoline | HCID 21075095 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 68567043 | HCID 68567043 | — |
Reaction Steps
Example 5, Alternative Preparation, Step 1: A sample of 4-chloro-6-(trifluoromethyl)quinazoline (3.25 g, 13.97 mmol) was dissolved in acetonitrile (60 mL) under N2 atmosphere. The resultant cloudy solution was charged with Cs2CO3 (6.83 g, 20.96 mmol) and phenol (1.578 g, 16.77 mmol) and stirred at room temperature. After ˜65 hours, the reaction was filtered to remove the solids. The organic phase was concentrated in vacuo to yield an orange solid. The material was purified by automated flash chromatography (80 g silica gel) using 1:3 EtOAc/Hexanes as the eluant to afford the desired 4-phenoxy-6-(trifluoromethyl)quinazoline as a crystalline solid. LC/MS found (M+H)+=291.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07687508B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-c9fbaf8771df4b94ac71a97e9bde9bf8 |
| Source note | uspto-grants-2010_03 |