HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenol → HCID 19099030, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1,3-Difluoro-2-nitrobenzene | HCID 87922 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19099030 | HCID 19099030 | 72.9% |
Reaction Steps
252 mg of sodium hydride as a 60% suspension in oil (6.29 mmol) are placed in a 50 mL three-necked flask containing 10 mL of DMF and 0.592 g of phenol. The mixture is stirred at room temperature for 1 hour and a solution of 2,6-difluoronitrobenzene 47 (1.0 g, 6.29 mmol) in 10 mL of DMF is added. The reaction medium is left at room temperature for 24 hours. 50 mL of EtOAc are added and the mixture is washed twice with 20 mL of distilled water. The organic phase is dried over MgSO4, filtered and finally evaporated to dryness. The crude product is chromatographed on a silica cartridge (120 g) eluting with heptane/EtOAc (as an EtOAc gradient: 0 to 50%). 1.07 g of expected product 57 are obtained (yellow oil).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07960373B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-fae9aec5014d4be98022b6ba21b16bed |
| Source note | uspto-grants-2011_06 |