Buchwald–Hartwig amination, record ord-1342ffbeb4634245a6963094cc9535b6
One recorded run of this reaction. Below is what the source recorded, and nothing added to it.
What was in the flask
| Role | Species | Formula | Yield |
|---|---|---|---|
| Reactant | 1-Bromo-4-iodobenzene | C₆H₄BrI | |
| Reactant | 1,4'-Bipiperidine | C₁₀H₂₀N₂ | |
| Reagent | sodium 2-methylpropan-2-olate | C₄H₉NaO | |
| Catalyst | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | C₃₉H₃₂OP₂ | |
| Catalyst | Bis(dibenzylideneacetone)palladium | C₅₁H₄₂O₃Pd₂ | |
| Solvent | Toluene | C₇H₈ | |
| Product | 1-(4-Bromophenyl)-4-piperidin-1-ylpiperidine | C₁₆H₂₃BrN₂ | 64.41% |
Conditions
- Temperature
- 80 °C
Yield
- 64% of 1-(4-Bromophenyl)-4-piperidin-1-ylpiperidine.
Procedure
The written procedure is withheld for this record by the safety policy. The equation, the species, the conditions and the evidence above are unchanged; it is the step-by-step text that is not shown.
The source
This record comes from experimental reaction archive (ord-1342ffbeb4634245a6963094cc9535b6). Open the source and check it against what is on this page.
experimental reaction archive record ord-1342ffbeb4634245a6963094cc9535b6 from dataset "750 AstraZeneca ELN dataset" (url: https://chemrxiv.org/engage/chemrxiv/article-details/60c9e3f37792a23bfdb2d471). No atom mapping is provided by the source.
How to read this record
This is one experiment, not a rule. It says that on one occasion these species were combined under these conditions and this came out. It does not say the reaction will give the same result on your substrate, and nothing on the page has been generalised into a claim that it would.
The pathway is a separate question, kept on separate pages. A mechanism here is the canonical arrow pushing for a class, run on real structures and labelled rule-derived. It is not evidence, and this record is not a mechanism.