Synthetic Route of 205877-13-0 ,Some common heterocyclic compound, 205877-13-0, molecular formula is C8H11NO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
To a solution of 1.3g (5.9mmol) di-tert-butyl dicarbonate in 12mL anhydrous THF under N2 atmosphere, 0.83g (5.4mmol) (2-amino-3-methoxyphenyl)methanol31 was added and the resulting solution was stirred at 40C for 20h. The solvent was evaporated under reduced pressure and FCC with EtOAc and hexanes (1:3, Rf 0.6) gave 0.79g (3.1mmol, 58%) of 3c as a white solid. Mp: 112C. IR (ATR): 3463, 3361, 3274, 3016, 2924, 1686, 1531, 1158cm-1. 1H NMR (500MHz, CDCl3) delta=7.18-7.12 (m, 1H), 7.04 (dd, J=7.8, 1.3Hz, 1H), 6.79 (dd, J=8.3, 1.3Hz, 1H), 6.52 (br s, 1H), 4.50 (d, J=5.8Hz, 2H), 4.14 (br s, 1H), 3.77 (s, 3H), 1.49 (s, 9H). 13C NMR (126MHz, CDCl3) delta=155.8, 153.1, 137.9, 126.8, 124.0, 122.3, 110.0, 80.7, 61.8, 55.6, 28.1. MS (EI+): m/z calcd for (C13H19NO4) 253.1314, found 253.1327.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 205877-13-0, (2-Amino-3-methoxyphenyl)methanol, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Popp, Tobias Alexander; Uhl, Edgar; Ong, Duc Nghia; Dittrich, Sebastian; Bracher, Franz; Tetrahedron; vol. 72; 13; (2016); p. 1668 – 1674;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts