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CAS No. : | 35730-09-7 | MDL No. : | MFCD00009929 |
Formula : | C7H3ClF2O | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | RLRUKKDFNWXXRT-UHFFFAOYSA-N |
M.W : | 176.55 | Pubchem ID : | 588082 |
Synonyms : |
|
Signal Word: | Danger | Class: | 8,3 |
Precautionary Statements: | P280-P305+P351+P338-P310 | UN#: | 2920 |
Hazard Statements: | H226-H314 | Packing Group: | Ⅱ |
GHS Pictogram: |
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* 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 |
---|---|---|
With thionyl chloride; for 3h;Reflux; | General procedure: A mixture of <strong>[2991-28-8]2,5-difluorobenzoic acid</strong> (1.58 g, 10 mmol) and thionyl chloride (7 mL) was refluxed for 3 h. The excess thionyl chloride was removed by distillation under reduced pressure to give an oil residue | |
With thionyl chloride; In dichloromethane; toluene; for 5h;Reflux; | General procedure: Benzoic acid (1 mmol) was reacted with a solution of thionyl chloride in CH2Cl2 (1 M, 6 mL) in refluxing toluene (3 mL) for 5 h. After cooling to room temperature, the solvent was evaporated under reduced pressure. The obtained benzoyl chloride was dissolved in dry CH2Cl2 (5 mL), and the resultant solution was cooled to 0 C. To this solution, TEA (4.4 mmol, 0.444 g), 1-(9H-fluoren-9-yl)-piperazine (3) (1.1 mmol, 0.275 g) or 1-(diphenylmethyl)-piperazine (9) (1.1 mmol, 0.277 g) in dry CH2Cl2 (5 mL) was added dropwise. After the addition, the reaction mixture was stirred for 16 h at room temperature. Subsequently, the solution was washed with aqueous HCl (10%, v/v, 3 x 15 mL), a saturated NaHCO3 solution (1 x 15 mL), and aqueous NaCl (5%, w/v, 1 x 15 mL). Finally, the organic layer was dried over anhydrous magnesium sulfate. The mixture was filtered, and the solvent was evaporated under reduce pressure. When necessary, the products were purified using silica gel chromatography with CH2Cl2/methanol (20:5, v/v) as the mobile phase. This protocol was used for the synthesis of 9H-fluoren-9-yl-piperazines 2, 4a, 4c-e, 4h-i and 1-(diphenylmethyl)-piperazines 10a-b and 10d-e. The crystal used for the data collection was obtained by recrystallization of compound 4d from hexane followed by slow evaporation at room temperature. | |
With thionyl chloride;Reflux; | General procedure: The corresponding acid compound 5 (10 mmol) was completely dissolved in 30 mL of SOCl2. The reaction was stirred at reflux temperature for 12 h. The mixture was evaporated under vacuum, the residue was dissolved in 10 mL of dry DCM and used in next step without purification. |
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