Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Potassium hydroxy sulfite | HCID 23707502 | — |
| Reactant | HCID 66726142 | HCID 66726142 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 66726067 | HCID 66726067 | 98% |
Reaction Steps
2-(Benzyloxy)-4-[4-(methylthio)phenoxy]-1-nitrobenzene (10.3 g) was dissolved in a mixed solvent of tetrahydrofuran (200 mL)-methanol (100 mL)-water (50 mL), OXONE (42.0 g) was added under ice-cooling, and the mixture was stirred at room temperature for 4 hr. The reaction mixture was filtered to remove a white solid, and the filtrate was concentrated. Water was added to the residue, and the mixture was subjected to extraction with ethyl acetate. The organic layer was washed successively with water and saturated brine, dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The obtained solid was washed with a mixed solvent of diethyl ether-hexane to give the title compound (11.0 g, yield 98%) as pale-yellow crystals. melting point 142-143° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08673942B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-605beba6fe7f418391d67ac573401d1c |
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| Source note | uspto-grants-2014_03 |
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