HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2416650Generated: October 31, 2026
p-Bromochlorobenzene → HCID 69755312, compound
https://huagongshe.com/reaction/2416650
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | p-Bromochlorobenzene | HCID 7806 | — |
| Reactant | rel-(2R,6S)-2,6-dimethylpiperazine | HCID 6950261 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | Binap, (A+-)- | HCID 634876 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 69755312 | HCID 69755312 | 98% |
Reaction Steps
A mixture of 4-bromochlorobenzene (1.0 g), cis-2,6-dimethylpiperazine (716 mg), sodium tert-butoxide (728 mg), (S)-(−)-BINAP (97.6 mg), and tris(dibenzylideneacetone)dipalladium(0) (71.6 mg) in anhydrous toluene (50 ml) was heated at 100° C. under a nitrogen atmosphere for 3 hours. The dark colored reaction mixture was filtered through celite and the celite was washed with chloroform. The filtrate was concentrated, and the residue was purified by silica gel column chromatography (chloroform-methanol 60:1) to give the title compound as a yellow powder (1.15 g).
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-ae56aa3ae13c416fbb34a53a7ba322b6 |
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| Source note | uspto-grants-2004_11 |
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