HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 7-Bromo-12,12-dimethyl-10,12-dihydro-10-azaindeno[2,1-b]fluorene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 7,7-Dimethyl-5,7-dihydroindeno[2,1-b]carbazole | HCID 66585204 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 7-Bromo-12,12-dimethyl-10,12-dihydro-10-azaindeno[2,1-b]fluorene | HCID 66797789 | — |
Reaction Steps
66.5 g (234.6 mmol) of 12,12-dimethyl-10,12-dihydro-10-azaindeno[2,1-b]-fluorene are initially introduced in 1000 ml of acetonitrile. A solution of 41.7 g (234.6 mmol) of NBS in 500 ml of CH3CN is subsequently added dropwise at −15° C. with exclusion of light, allowed to come to RT and stirred at this temperature for a further 4 h. 150 ml of water are subsequently added to the mixture, which is then extracted with CH2Cl2. The organic phase is dried over MgSO4, and the solvents are removed in vacuo. The product is washed by stirring with hot hexane and filtered off with suction. Yield: 47.5 g (131 mmol), 55.9% of theory, purity according to 1H-NMR approx. 97%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09126970B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-ddbf9e210e184495b6064064c791f0ed |
| Source note | uspto-grants-2015_09 |