| Identification | Back Directory | [Name]
2-BROMOINDAN | [CAS]
17623-96-0 | [Synonyms]
2-BROMOINDAN
β-BroMoindane
2-bromoindane
2-BroMo-2,3-dihydroindene
2-BROMO-2,3-DIHYDRO-1H-INDENE
1H-Indene, 2-broMo-2,3-dihydro- | [Molecular Formula]
C9H9Br | [MDL Number]
MFCD07784485 | [MOL File]
17623-96-0.mol | [Molecular Weight]
197.07 |
| Chemical Properties | Back Directory | [Boiling point ]
249.2±29.0 °C(Predicted) | [density ]
1.483±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [Appearance]
Colorless to light yellow Solid-Liquid Mixture |
| Hazard Information | Back Directory | [Uses]
2-BROMOINDAN is used in the synthesis of Αtipamezole, a potential PET ligand for the α2-adrenergic receptor in the brain.
| [Synthesis]
General procedure for the synthesis of 2-bromo-2,3-dihydro-1H-indene from 2-bromoindanone: In a 250 mL dry three-necked flask, 22.0 g of 2-bromoindanone (bromo compound I) and 0.67 g of 5% palladium carbon catalyst were added. Subsequently, 250 mL of ethanol was added as solvent and the reaction was carried out under hydrogen atmosphere. The reaction pressure was maintained at 2.5 MPa and the molar ratio of 2-bromoindanone to hydrogen was 1:50. The reaction was carried out at room temperature with stirring for 24 hours. Upon completion of the reaction, the palladium carbon catalyst was recovered by filtration and the solvent was removed by rotary evaporation. Finally 18.5 g of 2-bromo-2,3-dihydro-1H-indene (Compound II) was obtained as an oil in 90% yield. | [References]
[1] Patent: CN104945265, 2017, B. Location in patent: Paragraph 0036; 0037; 0038 |
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SynAsst Chemical.
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021-60343070 |
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