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CAS No. : | 2041-19-2 | MDL No. : | MFCD00019082 |
Formula : | C13H7BrO | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | XWRAQISPRVFAQK-UHFFFAOYSA-N |
M.W : | 259.10 | Pubchem ID : | 251999 |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80.2% | 9-(2-Bromophenyl)-9H-carbazole (1.93 g, 6 mmol) was dissolved in 80 mL THF in a 200 mL Schlenk tube under argon. After the solution was cooled to -78 C, n-butyl lithium (2.63 mL, 6.3 mmol) was added dropwise. The resulting mixture was allowed to stir for 1 h at -78 C, and then 3-bromofluorenone (1.56 g, 6 mmol) in 50 mL THF was added. After 1 h reaction at -78 C, the mixture was gradually warmed up to room temperature overnight. 5 mL water was added to the mixture and THF was evaporated under reduced pressure. The resulting solid was dissolved in 80 mL dichloromethane and washed with water (3 * 50 mL). Then the organic layer was separated, dried over Na2SO4, filtered and evaporated. The resulting solid was further purified by column chromatography using petroleum ether/dichloromethane (3.5/1, v/v) as eluent to afford 9-(2-(9H-carbazol-9-yl)phenyl)-3-bromo-9H-fluoren-9-ol (2.41 g, 80.2%). A mixture of 9-(2-(9H-carbazol-9-yl)phenyl)-3-bromo-9H-fluoren-9-ol (1.80g, 3.58mmol), acetic acid (40mL) and hydrochloric acid (4.5mL) was stirred at 65C for 14h. After cooling to room temperature, filtered and washed with ethanol. The resulting solid was further purified by column chromatography using petroleum ether/ dichloromethane (3/1, v/v) as eluent to afford a white powder (1.63g, 93.6%). |