Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | HCID 11363208 | HCID 11363208 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 3013411 | HCID 3013411 | 50.6% |
Reaction Steps
To a solution of N-[4-[hydroxy(2-pyridyl)methyl]phenyl]-7—(4-methylphenyl)-2,3-dihydro-1-benzoxepine-4-carboxamide (351.3 mg) in tetrahydrofuran (20 ml) was added 3-chloroperbenzoic acid (70%, 0.28 g) at 0° C., and the mixture was stirred at room temperature for 16 hours. To the reaction mixture was added sodium thiosulfate solution, and the mixture was stirred for a few minutes. The mixture was extracted with ethyl acetate. The organic layer was washed with saturated sodium bicarbonate solution and saturated sodium chloride solution, dried with magnesium sulfate and concentrated. The residue was separated and purified with column chromatography (ethanol-diethylether=1:1), and recrystallized from ethanol to give N-[4-[hydroxy(1-oxidopyridin-2-yl)methyl]phenyl]-7—(4-methylphenyl)-2,3-dihydro-1-benzoxepine-4-carboxamide (Compound 167) (184 mg) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06413947B1 |
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| Source dataset | uspto-grants-2002_07 |
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| ORD ID | ord-7df5987cd5414d25900799cb1137231e |
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| Source note | uspto-grants-2002_07 |
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