HuagongsheHuagongshe Chemistry Print Report · For research reference only
O-Phenylenediamine → (S)-2-(2-Aminophenylamino)-8-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-10,11-dihydrodibenzo[a,d]cyclohepten-5-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | O-Phenylenediamine | HCID 7243 | — |
| Reactant | Phosphine | HCID 24404 | — |
| Reactant | HCID 67360028 | HCID 67360028 | — |
| Reactant | sodium 2-methylpropan-2-olate | HCID 178418730 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | (S)-2-(2-Aminophenylamino)-8-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-10,11-dihydrodibenzo[a,d]cyclohepten-5-one | HCID 45280586 | — |
Reaction Steps
For the synthesis of the title compound, 0.91 g (0.0024 mol) of (S)-2-chloro-8-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-10,11-dihydrodibenzo[a,d]cyclohepten-5-one, 1.00 g (0.0092 mol) of phenylenediamine, 2 spatula tips of Pd(OAc)2, 0.18 g of phosphine ligand and 1.60 g (0.0166 mol) of NaOtert-Bu in 10 ml of toluene and 2 ml of tert-BuOH are reacted by method O.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08633312B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-628a0bc5e2b94995a49323e2d7942984 |
| Source note | uspto-grants-2014_01 |