HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4-Difluoroaniline → 8-(2,4-Difluorophenylamino)-1-(tetrahydropyran-4-yloxy)-10,11-dihydrodibenzo[a,d]cyclohepten-5-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,4-Difluoroaniline | HCID 9709 | — |
| Reactant | Phosphine | HCID 24404 | — |
| Reactant | 8-Chloro-1-(tetrahydropyran-4-yloxy)-10,11-dihydrodibenzo[a,d]cyclohepten-5-one | HCID 67362449 | — |
| Reactant | sodium 2-methylpropan-2-olate | HCID 178418730 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | 8-(2,4-Difluorophenylamino)-1-(tetrahydropyran-4-yloxy)-10,11-dihydrodibenzo[a,d]cyclohepten-5-one | HCID 45280694 | — |
Reaction Steps
For the synthesis of the title compound, 0.45 g (0.0013 mol) of 8-chloro-1-(tetrahydropyran-4-yloxy)-10,11-dihydrodibenzo[a,d]cyclohepten-5-one, 0.17 g (0.0013 mol) of 2,4-difluoroaniline, 2 spatula tips of Pd(OAc)2, 0.14 g of phosphine ligand and 0.70 g (0.0073 mol) of NaOtert-Bu in 10 ml of toluene and 2 ml of tert-BuOH are reacted by method O. Purification is carried out by column chromatography (flash; SiO2; hexane 70%/ethyl acetate 30%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08633312B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-b6f91d8073c844b3b7b6848d32467abd |
| Source note | uspto-grants-2014_01 |