HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Peroxide → 2-(4-(3-(Trifluoromethyl)phenoxy)phenyl)ethanol
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 | 1-(Trifluoromethyl)-3-(4-vinylphenoxy)benzene | HCID 67774612 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(4-(3-(Trifluoromethyl)phenoxy)phenyl)ethanol | HCID 67774202 | 63.8% |
Reaction Steps
9-BBN (277 mL, 139 mmol) was added to a solution of 1-(trifluoromethyl)-3-(4-vinylphenoxy)benzene (24.4 g, 92 mmol) in THF (200 mL) at 0° C., and the resulting reaction mixture was stirred at room temperature overnight. To the mixture was added 3M NaOH solution (140 mL) and 30% hydrogen peroxide (123 mL) slowly at 0° C., and the reaction mixture was stirred at 50° C. for 2 h. Purification via column chromatography then afforded the title compound as a colorless oil (17 g, 63.8% yield). LCMS: rt=1.79 min, [M−OH]+=265
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08637536B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-d79c92aa17304d2eb21edcf65ee9ac6d |
| Source note | uspto-grants-2014_01 |