Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bromobenzene | HCID 7961 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | 2-Methylpiperazine, (S)- | HCID 2734219 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 27441130 | HCID 27441130 | — |
Reaction Steps
A mixture of bromobenzene (300 mg), (S)-2-methylpiperazine (230 mg), (S)-(−)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (BINAP) (48 mg), sodium tert-butoxide (266 mg), tris-(dibenzylideneacetone)dipalladium(0) (26 mg) and toluene (15 ml) was stirred at 100° C. for 4 hours under a nitrogen atmosphere. The mixture was cooled to room temperature and saturated aqueous sodium hydrogencarbonate solution was added thereto. The organic layer was separated, washed with brine and dried over magnesium sulfate. The solvent was removed under reduced pressure. The obtained crude product was purified by silica gel column chromatography (chloroform-methanol 20:1) to give the title compound in a pure form.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06825200B1 |
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| Source dataset | uspto-grants-2004_11 |
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| ORD ID | ord-36833c21b2ce479a9400a71f1b09c767 |
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| Source note | uspto-grants-2004_11 |
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