HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Peroxide → HCID 86666194, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 9-Borabicyclo(3.3.1)nonane | HCID 78966 | — |
| Reactant | HCID 86666195 | HCID 86666195 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86666194 | HCID 86666194 | 92% |
Reaction Steps
To a solution of 4-chloro-3-(trifluoromethyl)phenyl 4-ethenyl-2,6-difluorophenyl ether (3.2 g, 9.56 mmol) in THF (10 mL) was added dropwise 9-BBN (38.2 mL, 19.12 mmol) at 0° C. The reaction mixture was stirred at room temperature for overnight. It was mixed with NaOH (19.12 mL, 57.4 mmol) and H2O2 (5.86 mL, 57.4 mmol), the mixture was stirred at 55° C. for 4 h. It was quenched by Na2SO3 and extracted with EA (100 ml×3). Organic phases were collected, combined, dried with anhydrous Na2SO4, and concentrated to afford the title compound (3.10 g, 92% yield). LCMS: rt=4.72 min, [M+H+]=352
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08637536B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-22a3d6558c5f40489c2eedd4c2cc2e26 |
| Source note | uspto-grants-2014_01 |