3-methoxy-6-methyl-2-Pyridinemethanol synthesis
- Product Name:3-methoxy-6-methyl-2-Pyridinemethanol
- CAS Number:848696-30-0
- Molecular formula:C8H11NO2
- Molecular Weight:153.18
Yield:848696-30-0 85%
Reaction Conditions:
in acetone; for 2 h;Heating / reflux;
Steps:
142
To a solution of 2-(hydroxymethyl)-6-methylpyridin-3-ol (1.23 g, 8.84 mmol) in acetone (25 mL) was added Me2SO4 (1 mL, 10.6 mmol), followed by Cs2CO3 (3.6 g, 11.05 mmol). The reaction was refluxed for 2 h. The reaction was filtered and concentrated to give a red oil which was purified by column chromatography on ISCO (40 g) with 0-80% ethyl acetate in hexanes over 25 minutes to yield (3-methoxy-6-methylpyridin-2-yl)methanol(1.15 g, 85% yield) as a off-white solid. HPLC retention time (Method B)=0.17 min. 1H NMR (CDCl3, 400 MHz) δ ppm 2.49 (s, 3H), 3.83 (s, 3H), 4.45 (s, 1H), 4.70 (s, 2H), 7.03 (s, 2H).
References:
US2007/93523,2007,A1 Location in patent:Page/Page column 55
