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CAS No. : | 91599-81-4 | MDL No. : | MFCD00274307 |
Formula : | C12H17NO | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | UTTCOAGPVHRUFO-GFCCVEGCSA-N |
M.W : | 191.27 | Pubchem ID : | 693761 |
Synonyms : |
|
Signal Word: | Danger | Class: | 6.1 |
Precautionary Statements: | P261-P301+P310-P305+P351+P338 | UN#: | 2810 |
Hazard Statements: | H301-H315-H319-H335 | Packing Group: | Ⅲ |
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 |
---|---|---|
78% | With caesium carbonate; In dimethyl sulfoxide; at 70℃; for 2h;Inert atmosphere; | To a solution of (R) -1-benzylpiperidin-3-ol (0.38 g, 2.00 mmol) and tert-butyl 5-chloro-2, 4-difluorobenzoate (0.50 g, 2.00 mmol) in anhydrous dimethyl sulfoxide (6 mL) was added cesium carbonate (2.16 g, 4.00 mmol) . The reaction mixture was stirred at 70 for 2 hours under an atmosphere of nitrogen and then cooled to ambient temperature and quenched by addition of 10 mL of water. The mixture was extracted with ethyl acetate (3 x 15 mL) the organic layers were combined and washed with brine (15 mL) , dried over anhydrous magnesium sulfate, filtered and concentrated. The residue was purified by column chromatography eluting with a gradient of ethyl acetate in hexanes (0 to 25) to give the title compound (0.66 g, 78) as a white solid: 1H NMR (300 MHz, CDCl3) d 7.85 (d, J7.74 Hz, 1H) , 7.36-7.18 (m, 5H) , 6.63 (d, J12.2 Hz, 1H) , 4.49-4.31 (m, 1H) , 3.57 (s, 2H) , 3.10-2.96 (m, 1H) , 2.82-2.66 (m, 1H) , 2.27 (m, 1H), 2.20-2.02 (m, 2H) , 1.92-1.75 (m, 1H) , 1.73-1.59 (m, 1H) , 1.60-1.50 (m, 10H) . |
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