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CAS No. : | 127425-74-5 | MDL No. : | MFCD18208171 |
Formula : | C9H6BrFO | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | CILPXFZGSHPJOA-UHFFFAOYSA-N |
M.W : | 229.05 | Pubchem ID : | 58614053 |
Synonyms : |
|
Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | |
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 |
---|---|---|
86% | With aluminum (III) chloride; In dichloromethane; at 0 - 20℃; for 3.33333h; | To the solution of intermediate AF U3-BROMO-2-FLUOROPHENYL) acetic acid] (150 mg, 0. 61 MMOL) in CH2CI2 (10 mL) was added thionyl chloride (0. 13 mL, 1. 82 MMOL) and 2 drops of DMF. The mixture was stirred at rt overnight and concentrated down. The residue was dissolved in CH2CI2 (5 mL) and then added to a cold solution of AICI3 in CH2CI2 (5 mL). The reaction mixture was stirred at 0C for 20 min and then at rt for 3 h, poured into ice water and the mixture was extracted with CH2CI2. The organic layer was washed with saturated NAHC03, brine, dried over NA2SO4, filtered and concentrated down. Chromatography using a Biotage cartridge (25S) with the EtOAc/Hexane (10/90) afforded 5-bromo-4-fluoroindan- 1-one (120 mg, 86%). GC/MS [Exact Mass] 228 ;'H-NMR (DMSO-d6) 8 7. 74 (m, 1H), 7. 40 (d, 1H), 3. 12 (t, 2H), 2. 68 (m, 2H). |
With aluminum (III) chloride; In dichloromethane; for 1.5h;Reflux; | A solution of crude 3-(3-bromo-2-fluorophenyl)propanoyl chloride (hg, 41.4 mmol) in dichloromethane (150 ml) was added dropwise to a refluxing suspension of A1C13 (8.29 g, 62.1 mmol) in dichloromethane (200 ml). The mixture was refluxed for 1.5 hours, poured into ice/concentrated hydrochloric acid and extracted with dichloromethane. The organic layers werecombined and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to afford the title compound. |
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