HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Fluoroiodobenzene → HCID 117849013, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Fluoroiodobenzene | HCID 9605 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | tert-Butyl 4,7-diazaspiro[2.5]octane-7-carboxylate hydrochloride | HCID 86346447 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 117849013 | HCID 117849013 | 94.2% |
Reaction Steps
To a toluene solution (2.0 mL) of tert-butyl 4,7-diazaspiro[2.5]octane-7-carboxylate hydrochloride (100 mg, 0.402 mmol), 1-fluoro-4-iodobenzene (446 mg, 2.01 mmol), sodium tert-butoxide (77.3 mg, 0.804 mmol), and bis(tri-tert-butylphosphine)palladium (0) (41.1 mg, 0.0804 mmol) were added and the resultant mixture was stirred at 110° C. for 1 hour and 30 minutes. After completion of the reaction, the reaction solution was purified by silica gel column chromatography (hexane/ethyl acetate=1/0→4/1) to obtain the title compound (116 mg, yield 94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09403798B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-8f6643e0194341d29d677f3387d2b31d |
| Source note | uspto-grants-2016_08 |