HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 4-Bromo-2-fluoro-1-(1-methylethyl)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | 4-Bromo-2-fluoro-alpha,alpha-dimethylbenzenemethanol | HCID 58762195 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-Bromo-2-fluoro-1-(1-methylethyl)benzene | HCID 21051092 | 80.1% |
Reaction Steps
To a solution of 2-(4-bromo-2-fluorophenyl)propan-2-ol (7.6 g, 32.8 mmol) dissolved in anhydrous CH2Cl2 (300 mL) at 25° C. was added triethylsilane (7.8 mL, 49.1 mmol), followed by trifluoroacetic acid (25 mL, 328 mmol). The resulting solution was stirred at that temperature for 45 min. The solvent was removed in vacuo and the residue was purified by flash column chromatography (0–10% EtOAc in hexanes) to give the desired product (5.7 g, 80% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07148226B2 |
| Source dataset | uspto-grants-2006_12 |
| ORD ID | ord-627df46d5ed24a25a8571d4bb2a69c72 |
| Source note | uspto-grants-2006_12 |