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13. The spectral data of some products. Product 9: White crystals, mp 57–58 °C. 1H
NMR (300 MHz, CDCl3): dppm 7.34 (m, 2H), 7.00 (m, 2H), 6.57 (d, 1H,
J = 15.9 Hz), 6.28 (dt, 1H, J = 15.9, 5.4 Hz), 4.31 (d, 2H, J = 5.4 Hz), 1.75 (s, 1H);
13C NMR (75 MHz, CDCl3): dppm 162.32 (d, J = 245.5 Hz), 132.78, 129.91, 128.18,
127.92 (d, J = 8.0 Hz), 115.46 (d, J = 21.4 Hz), 63.54. IR (m
cmÀ1): 3269, 1600,
1229, 970, 847. HRMS (ESI) Calcd for C9H9FONa (M+Na)+: 175.0530. Found:
175.0538. Product 12: White crystals, mp 89–90 °C. 1H NMR (400 MHz,
acetone-d6): dppm 7.04 (d, 1H, J = 8.4 Hz), 6.55 (d, 1H, J = 11.6 Hz), 6.46 (d, 1H,
J = 2.4 Hz), 6.42 (dd, 1H, J = 8.4, 2.4 Hz), 5.74 (dt, 1H, J = 11.6, 6.4 Hz), 4.28 (d,
2H, J = 6.4 Hz), 3.74 (s, 3H); 13C NMR (100 MHz, acetone-d6): dppm 161.32,
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156.80, 131.82, 131.53, 125.56, 117.83, 105.58, 102.30, 59.94, 55.53. IR (
m
cmÀ1): 3393, 1613, 1253, 954, 817, 696. HRMS (ESI) Calcd for C10H12O3Na
(M+Na)+: 203.0679. Found: 203.0676.