Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Sulfite | HCID 24437 | — |
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 86639422 | HCID 86639422 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86639421 | HCID 86639421 | 38% |
Reaction Steps
5-[2-Propyl-4-(2,2,2-trifluoro-1-methoxymethoxy-1-trifluoromethyl-ethyl)-phen oxy]-2-vinyl-benzonitrile (14 mg, 0.030 mmol) was dissolved in dichloromethane (300 μL). The resultant mixture was added with sodium hydrogen carbonate (7.5 mg, 0.089 mmol) and 3-chloroperoxybenzoic acid (8.5 mg, 0.030 mmol) under ice-cold conditions and stirred at room temperature for 1.5 hours. Subsequently, the resultant mixture was further added with sodium hydrogen carbonate (7.5 mg, 0.089 mmol) and 3-chloroperoxybenzoic acid (8.5 mg, 0.030 mmol) under ice-cold conditions and stirred at room temperature overnight. The reaction solution was added with a saturated aqueous solution of sodium sulfite and a saturated aqueous solution of sodium hydrogen carbonate, and extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium hydrogen carbonate and brine, dried over sodium sulfate, and concentrated in vacuo. The obtained residue was purified using silica-gel column chromatography (hexane/ethyl acetate), and 2-oxiranyl-5-[2-propyl-4-(2,2,2-trifluoro-1-methoxymethoxy-1-trifluoromethyl-ethyl)-phenoxy]-benzonitrile (5.5 mg, yield 38%) was obtained as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08153634B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-c37fd5b8fdc8404fa29fcff3310556c1 |
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| Source note | uspto-grants-2012_04 |
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