Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2275924Generated: November 1, 2026

Water → 7-Bromo-12,12-dimethyl-10,12-dihydro-10-azaindeno[2,1-b]fluorene

https://huagongshe.com/reaction/2275924

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-bromobutanimideHCID 67184—
Reactant7,7-Dimethyl-5,7-dihydroindeno[2,1-b]carbazoleHCID 66585204—
SolventAcetonitrileHCID 6342—
Product7-Bromo-12,12-dimethyl-10,12-dihydro-10-azaindeno[2,1-b]fluoreneHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126970B2
Source datasetuspto-grants-2015_09
ORD IDord-ddbf9e210e184495b6064064c791f0ed
Source noteuspto-grants-2015_09