Sodium Chloride → Naringenin

Participants

Reaction Steps

Colorless needles; [α]D20 −7.3° (c 0.15, MeOH); UV (MeOH) λmax (log ε) 288 (3.79), 226 (3.93), 216 (3.92) nm; CD (MeOH) nm Δε271 −5.5; IR (NaCl) γmax 3350, 2927, 1636, 1558 cm−1; 1H NMR (CD3OD, 500 MHz) δ 2.69 (1H, dd, J=2.9 and 17.1 Hz, H-3), 3.10 (1H, dd, J=13.0 and 17.2 Hz, H-3), 5.33 (1H, dd, J=2.9 and 12.9 Hz, H-2), 5.87 (1H, d, J=2.2 Hz, H-6), 5.88 (1H, d, J=2.2, 8.7 Hz, H-8), 6.80 (2H, d, J=8.6 Hz, H-3′), 7.30 (2H, d, J=8.4 Hz, H-2′); 13C NMR (CD3OD, 125 MHz) δ 42.6 (C-3), 79.1 (C-2), 94.8 (C-8), 95.7 (C-6), 101.9 (C-10), 114.9 (C-3′), 127.6 (C-2′), 129.7 (C-1′), 157.6 (C-4′), 163.5 (C-9), 164.1 (C-5), 167.2 (C-7), 196.3 (C-4); EIMS m/z 272 (M+, 88), 239 (6), 190 (15), 179 (24), 153 (100), 120 (50).

Provenance & Evidence