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CAS No. : | 34486-18-5 | MDL No. : | MFCD12026108 |
Formula : | C7H6F3NO | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | VBEYJZVICNLLDA-UHFFFAOYSA-N |
M.W : | 177.12 | Pubchem ID : | 46739474 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P233-P260-P261-P264-P270-P271-P280-P301+P312-P302+P352-P304-P304+P340-P305+P351+P338-P312-P321-P330-P332+P313-P337+P313-P340-P362-P403-P403+P233-P405-P501 | UN#: | |
Hazard Statements: | H302-H315-H319-H332-H335 | Packing Group: | |
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 |
---|---|---|
59.8% | With silver (II) carbonate; In dichloromethane; for 24h;Darkness; | 2-methoxy-6-ftrifluoromethyl)pyridine To a solution of <strong>[34486-06-1]6-(trifluoromethyl)pyridin-2-ol</strong> (10.0 g, 10.0 g, 61.3 mmol) in dichloromethane (3 ml/mmol, 184 ml) was added silver carbonate (22.8 g, 82.8 mmol, 3.75 mL) and iodomethane (87.0 g, 613 mmol, 38.2 mL) and stirred in the dark for 24 hours. The reaction mixture was then filtered through Celite and washed with dichloromethane. The filtrate was concentrated at 30 oC at 250 mbar, silica added and the residue was purified by chromatography eluting with 0-10percent ethyl acetate/hexane. Fractions containing product were combined to give 2-methoxy-6-(trifluoromethyl)pyridine (6.49 g, 36.6 mmol, 59.8percent yield). IHNMR (CDC13): delta 7.69 ft, J =8.1 Hz, IH) 7.25 (d, J=7.5 Hz, 1 H) 6.91 (d, J=8.6 Hz, 1 H) 3.98 (s, 3 H); |
59.8% | With silver carbonate; In dichloromethane; | 2-methoxy-6-(trifluoromethyl)pyridine To a solution of <strong>[34486-06-1]6-(trifluoromethyl)pyridin-2-ol</strong> (10.0 g, 10.0 g, 61.3 mmol) in dichloromethane (3 ml/mmol, 184 ml) was added silver carbonate (22.8 g, 82.8 mmol, 3.75 mL) and iodomethane (87.0 g, 613 mmol, 38.2 mL) and stirred in the dark for 24 hours. The reaction mixture was then filtered through Celite and washed with dichloromethane. The filtrate was concentrated at 30° C. at 250 mbar, silica added and the residue was purified by chromatography eluting with 0-10percent ethyl acetate/hexane. Fractions containing product were combined to give 2-methoxy-6-(trifluoromethyl)pyridine (6.49 g, 36.6 mmol, 59.8percent yield). 1H NMR (CDCl3): delta 7.69 (t, J=8.1 Hz, 1H) 7.25 (d, J=7.5 Hz, 1H) 6.91 (d, J=8.6 Hz, 1H) 3.98 (s, 3H); |
17% | With silver carbonate; In dichloromethane; at 20℃; for 24h;Darkness; | The suspension of 6- (trifluoromethyl) pyridin-2-ol (430 mg, 2.64 mmol) , iodomethane (3.75 g, 26.4mmol) and Ag 2CO 3 (982 mg, 3.56 mmol) in CH 2Cl 2 (8 mL) was stirred at room temperature in dark for 24 hrs. After completed, the mixture was filtered and the solvent was evaporated in vacuo at 30 . The residue was purified by column chromatography (PE/EA = 5/1) to give the product (80 mg in 17percentyield) . 1H NMR (400 MHz, CDCl 3) delta 7.76 ?7.59 (m, 1H) , 7.24 (d, J = 7.3 Hz, 1H) , 6.91 (d, J = 8.4 Hz, 1H) , 3.98 (s, 3H) . |
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