HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1,1-Trifluoro-2-propanol → HCID 59214388, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1,1-Trifluoro-2-propanol | HCID 9774 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 3-Chloro-4-fluorobenzonitrile | HCID 145525 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59214388 | HCID 59214388 | 90.4% |
Reaction Steps
To a solution of 3-chloro-4-fluorobenzonitrile (300 mg) and 1,1,1-trifluoro-2-propanol (263 mg) in THF (15 ml) was added 60% NaH (92.5 mg) at 5° C., followed by stirring at room temperature for 2 hours, addition of a saturated NH4Cl solution to complete the reaction, and extraction with EtOAc. The obtained organic layer was dried over anhydrous MgSO4, and concentrated. The residue was purified by silica gel chromatography (n-hexane:EtOAc=97:3 to 85:15) to obtain 3-chloro-4-(2,2,2-trifluoro-1-methylethoxy)benzonitrile (435 mg) as a colorless oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07951825B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-7e9e701fdf82445fa257463a2157f989 |
| Source note | uspto-grants-2011_05 |