HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 89621860, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Benzophenone imine | HCID 136809 | — |
| Reactant | HCID 89621492 | HCID 89621492 | — |
| Catalyst | Binap, (A+-)- | HCID 634876 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 89621860 | HCID 89621860 | 84.4% |
Reaction Steps
A solution of Example 25E (950 mg, 4.11 mmol), (R)-(+)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (154 mg, 0.247 mmol), Pd2(dba)3 (11 mg, 0.12 mmol), diphenylmethanimine (1.09 mL, 6.17 mmol) and Cs2CO3 (335 mg, 10.3 mmol) in toluene (20 mL) was heated at 85° C. for 16 hours. The mixture was cooled to ambient temperature, filtered through a layer of Celite, and washed with diethyl ether (60 mL). The filtrate was concentrated under reduced pressure and the resulting residue was purified by silica gel chromatography (gradient elution: 0-20% EtOAc/hexanes) to provide 4-(diphenylmethyleneamino)-5-fluoro-2,3-dihydro-1H-inden-2-ol (1.15 g, 3.47 mmol, 84%) which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08859584B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-b36db20c67e84047a43efecf51e58e26 |
| Source note | uspto-grants-2014_10 |