Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Calcium Chloride | HCID 5284359 | — |
| Reactant | HCID 58237034 | HCID 58237034 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 58237077 | HCID 58237077 | 100.4% |
Reaction Steps
A mixture of 5-[3-(benzyloxy)-4-nitrophenoxy]-2-(methylsulfonyl)pyridine (28.0 g), calcium chloride (0.78 g), iron (powder, 19.0 g), ethanol (500 mL) and water (110 mL) was refluxed for 5 h. The mixture was cooled to 40° C. and filtered through a celite pad. The filtrate was concentrated in vacuo to remove ethanol. The residue was partitioned between ethyl acetate and brine. The organic layer was washed with brine, dried (MgSO4), filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (ethyl acetate:hexane=2:1, volume ratio) to give the title compound (26.0 g, 100%) as light brown crystals. MS 371 (MH+).
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-0a64a293616a47e8a9f28e2097493451 |
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| Source note | uspto-grants-2014_03 |
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