HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Alcohol → 3-(Trifluoromethyl)-4-(benzyloxy)nitrobenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Alcohol | HCID 244 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Fluoro-5-nitrobenzotrifluoride | HCID 94954 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(Trifluoromethyl)-4-(benzyloxy)nitrobenzene | HCID 21952084 | 79% |
Reaction Steps
To a solution of 2-fluoro-5-nitrobenzotrifluoride (500 mg, 2.48 mmol) and benzyl alcohol (267 mg, 2.48 mmol) in THF was added sodium hydride (95.1 mg, 2.48 mmol) at 0° C. The reaction was followed by TLC and quenched with saturated ammonium chloride solution after 0.5 h. The mixture was extracted with dichloromethane three times. The combined organic layer was dried over sodium sulfate and concentrated. The residue was triturated with 2.5 mL of hexanes and ethyl acetate (7:1) and a yellow precipitate was collected by filtration to give 1-benzyloxy-4-nitro-2-trifluoromethylbenzene (580 mg, 79%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07807672B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-0857f0806883402b9faa01a8551adfb3 |
| Source note | uspto-grants-2010_10 |