HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Peroxide → 2,2-Difluoro-7-methyl-1,3-benzodioxol-4-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | (2,2-Difluoro-7-methyl-1,3-benzodioxol-4-yl)boronic acid | HCID 86698459 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2,2-Difluoro-7-methyl-1,3-benzodioxol-4-ol | HCID 67959691 | 58.1% |
Reaction Steps
(2,2-difluoro-7-methyl-1,3-benzodioxol-4-yl)boronic acid (Intermediate 36, 150 mg, 1.28 mmol) was dissolved in THF (1.5 mL) and a 30% w/w aqueous solution of H2O2 (2.56 mmol) and NaOH (51 mg, 1.28 mmol) were added and the reaction mixture stirred for 2 days at room temperature. The reaction was quenched with a 2N aqueous solution of HCl and diluted with ethyl acetate. Two phases were separated and the organic layer was washed twice with brine, dried over Na2SO4 and evaporated to dryness, affording the title compound (140 mg) as yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09422272B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-c3ebc6fb425b4a178c9a8ac9f43d6560 |
| Source note | uspto-grants-2016_08 |