Extracurricular laboratory: Synthetic route of (6-(Trifluoromethyl)pyridin-2-yl)methanol

With the rapid development of chemical substances, we look forward to future research findings about 131747-53-0.

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 131747-53-0, name is (6-(Trifluoromethyl)pyridin-2-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 131747-53-0

3.78 g of carbon tetrabromide and 2.78 g of triphenylphosphine were added to a solution containing 1.70 g of the (6-trifluoromethylpyridin-2-yl) methanol obtained in (4) dissolved in 30 ml of methylene chloride followed by stirring for 1 hour at room temperature. 30 ml of acetonitrile, 1.52 g of N-(t-butoxycarbonyl) hydroxylamine and 1.74 g of 1,8-diazabicyclo[5.4.0]-7-undecene (DBU) were added to this reaction solution followed by stirring for 3 hours at room temperature. Following completion of the reaction, aqueous ammonium chloride solution was added to the reaction mixture followed by extraction with ethyl acetate. The ethyl acetate layer was dried by addition of anhydrous magnesium sulfate followed by filtration and distilling off the solvent from the filtrate under reduced pressure. The resulting residue was purified by silica gel column chromatography (developing solvent; n-hexane:ethyl acetate = 3:1 (volume ratio)) to obtain 1.54 g of the target compound of t-butyl N-[(6-trifluoromethylpyridin-2-yl)methyloxy] carbamate (yield: 59%). [1H-NMR Data of t-Butyl N-[(6-trifluoromethylpyridin-2-yl)methyloxy] Carbamate 1H-NMR (CDCl3/TMS, delta ppm): 7.90(dd,1H), 7.73(d,1H), 7.62(d,1H), 7.44(bs,1H), 1.48(s,9H)

With the rapid development of chemical substances, we look forward to future research findings about 131747-53-0.

Reference:
Patent; Nippon Soda Co., Ltd.; EP2218711; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem