2,3,5-Trimethylphenyl Trifluoromethanesulfonate synthesis

Yield:209684-76-4 100%

Reaction Conditions:

in pyridine at 0 - 20; for 1 h;

Steps:

38

2,3,5-Trimethylphenol (5.0 g) was dissolved in pyridine (64 mL), and after ice-cooling, trifluoromethanesulfonic acid anhydride (9.3 mL) was added thereto, followed by stirring at room temperature for 1 hour. A saturated aqueous ammonium chloride solution was added thereto, followed by extraction with ethyl acetate. The extract was washed with water and a saturated aqueous ammonium chloride solution in this order and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=50:1) to give Compound AM (9.8 g, 100%) as a pale yellow oily substance. [0639] 1H NMR (270 MHz, CDCl3) δ6.97 (1H, brs), 6.89 (1H, brs), 2.30 (3H, brs), 2.27 (3H, brs), 2.21 (3H, brs).

References:

US2003/225288,2003,A1 Location in patent:Page 36