Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Calcium Chloride | HCID 5284359 | — |
| Reactant | HCID 9194887 | HCID 9194887 | — |
| Solvent | Water ethanol | HCID 19096565 | — |
| Product | HCID 28401833 | HCID 28401833 | 70.2% |
Reaction Steps
To a solution of 3-(2-chloro-4-nitrophenoxy)benzonitrile (2.0 g) in ethanol/water (9:1, 40 mL) was added calcium chloride (90%, 449 mg), and the mixture was stirred at 100° C. for 10 min. Reduced iron (90%, 2.7 g) was added at room temperature, and the mixture was stirred at 100° C. for 5 hrs. After the completion of the reaction, the reaction mixture was filtered (celite), and the filtrate was concentrated under reduced pressure. Water was added to the residue and the mixture was diluted with ethyl acetate and washed with water and saturated brine. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:1) to give the title compound (1.25 g) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07507740B2 |
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| Source dataset | uspto-grants-2009_03 |
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| ORD ID | ord-0a1d4a4e58c14dbb8c71ddea5d96011e |
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| Source note | uspto-grants-2009_03 |
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