Betulin (BET) was separated through extraction from birch tree bark using the standard procedure [11 (link)]. The obtained substance was recrystallized from isopropyl alcohol and characterized using IR and NMR spectroscopy.
The IR specter (KBr, ν, cm–1) of betulin is characterized by absorption bands in the 3368 cm–1 area, which is typical for –OH groups, 1646 cm–1 (C=C) and others: 2968–2864 (C–H), 1450, 1372, 1105, 1029, 878.
1H NMR (400,17 MHz, CDCl3, δ, ppm): the weaker fields area has isopropenyl group proton signals (4.51 and 4.61 ppm); 3.26 and 3.73 (p, 2H, C28H2-OH); 3.10–3.14 (m, 1H, C3H-OH); 2.28–2.35 (m, 1H, C19–H); in the 0.79–2.00 ppm area there are lupane skeleton proton signals, where C-H group proton signals are found in betulin structure (6CH3, 10CH2, 5CH).
13C NMR (100,63 MHz, CDCl3, δ, m.f.): 150,51 (C-20); 109,71 (C-29); 78,98 (C-3); 64,46 (C-17); 60,51 (C-28); 55,28 (C-5); 50,38 (C-9); 48,74 (C-18); 47,79 (C-19); 42,71 (C-14); 40,91 (C-8); 38,87 (C-4); 38,69 (C-1); 37,30 (C-13); 37,15 (C-10); 34,22 (C-22); 33,98 (C-7); 29,74 (C-16); 29,16 (C-21); 27,99 (C-15); 27,38 (C-2); 27,04 (C-12); 25,37 (C-23); 25,19 (C-24); 20,83 (C-11); 19,09 (C-30); 18,30 (C-6); 16,12 (C-25); 15,98 (C-26); 15,38 (C-27).
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