HuagongsheHuagongshe Chemistry Print Report · For research reference only
Boron trifluoride etherate → 4-Bromo-1-chloro-2-(4-ethoxy-benzyl)-benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Boron trifluoride etherate | HCID 8000 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | (5-Bromo-2-chlorophenyl)(4-ethoxyphenyl)methanone | HCID 10020105 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-Bromo-1-chloro-2-(4-ethoxy-benzyl)-benzene | HCID 9996449 | 156.4% |
Reaction Steps
At −20° C., BF3.Et2O (0.75 mL) was added slowly into a solution of (5-bromo-2-chlorophenyl)(4-ethoxyphenyl)methanone (2 g) and Et3SiH (2 mL) in dry DCM (5 mL) and CH3CN (10 mL), then the mixture was stirred at room temperature for overnight. 7M KOH was slowly added into the mixture, and then the mixture was extracted with DCM, the organic phases were combined, dried over Na2SO4 and concentrated to obtain the crude product. The crude product was purified by silica-gel column chromatography (PE/EA=10/1) to obtain 3 g of 4-bromo-1-chloro-2-(4-ethoxybenzyl)benzene.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08957033B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-a36a350bd8944be2909a88b9645e0c58 |
| Source note | uspto-grants-2015_02 |