Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | HCID 67778702 | HCID 67778702 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 67776616 | HCID 67776616 | 13.6% |
Reaction Steps
A mixture of 1-[4-(benzyloxy)phenyl]-1-(2-bromo-5-methoxybenzyl)hydrazine (1.50 g), palladium(II) acetate (41 mg), 1,1′-bis(diphenylphosphino)ferrocene (151 mg), sodium tert-butoxide (436 mg) and toluene (18 mL) was stirred under an argon atmosphere at 90° C. overnight. The solvent was evaporated under reduced pressure, and the obtained mixture was diluted with ethyl acetate and water, and the organic layer was separated. The separated aqueous layer was extracted again with ethyl acetate. The combined organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (163 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08729102B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-4ad72f52f7b149329f171b7a8e254f1f |
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| Source note | uspto-grants-2014_05 |
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