References
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- Physical and Spectral Characteristics of 3a-d, 4c and 10a, b. 3a: Yellow needles, m.p. 67–68°C (reported3 m.p. 67–68°C). Following relevant data are not reported in the lit.3 IR (CCl4): 1740(s), 1640(m); 1H-nmr (CDCl3): 2.10 (s, 3H); 2.26 (s, 3H), 6.33–6.66 (m, 2H), 6.86–7.20 (m, 3H), 7.36–7.66 (m, 1H): MS [EI, M+ (relative intensity %)]: 200(30), 158(100), 128(40), 114(50), 63(20), 43(55). 3b: Pale yellow solid, m.p. 131–132°C (reported3 m.p. 131–133°C). Following relevant data are not reported in the lit.3 IR (CCl4): 1740 (s), 1640 (m); 1H-nmr (CDCl3): 6.60–6.90 (m, 2H); 7.00–7.75 (m, 11H); 8.10–8.30 (m, 1H); 13C-nmr; 121.4, 124.1, 125.8, 128.02, 128.2, 128.6, 129.1, 129.6, 130.6, 132.6, 134.2, 135.4, 143.5, 146.9, 164.4; MS [EI, M+ (relative intensity %)]: 324(10), 191(10), 114(10), 105(100), 77(60). 3c: Yellow solid, mp 90°C, IR (CCl4): 1755(s), 1655(m), 1H-nmr (CDCl3): 2.50 (s, 3H), 2.60(s, 3H), 6.40 (d, 1H, 5Hz), 6.80 (d, 1H, J = 5Hz), 7.0–7.90 (m, 11H); 8.28–8.46 (m, 1H); 13C-nmr: 20.60 (q), 22.16(q), 121.00, 121.46, 124.19, 125.62, 125.86, 126.47, 128.03, 128.07, 128.55, 129.60, 130.69, 131.00, 131.60, 131.99, 132.57, 133.35, 134.39, 135.11, 137.7, 142.74, 143.82, 150.5 and 164.36(s); MS [EI, M+ (relative intensity %)]: 352(10), 136(20), 119(100), 105(35), 91(30), 84(35). 3d: Yellow viscous liquid, IR (CCl4): 1745(s), 1640(m); 1H-nmr (CDCl3); 1.30 (t, 12H) 1.55–2.37 (m, 4H), 5.50 (d, 1H, J = 8Hz), 6.17 (d, 1H, J = 8Hz), 6.46–6.57 (m, 1H), 6.75–7.0 (m, 1H), 7.1–7.51 (m, 4H); MS [EI,+ (relative intensity %)]: 498(5), 323(10), 191(70), 127(65), 91(100), 77(50). 4c: Pale yellow solid, mp 87°C, IR (nujol): 1640(s), 1565(m), 1460(s), 1380(m); 1H-nmr (CDCl3): 2.38 (s, 3H), 3.57 (d, 2H, J = 2Hz), 7.05 (t, 1H, J = 2Hz), 7.25–7.75 (m, 7H), 8.18 (d, 1H, 5 = 8Hz); 13C-nmr: 19.95(q), 38.93(t), 123.55(d), 124.07(d), 125.37(d), 126.28(d), 127.06(d), 128.55(d), 130.44(d), 131.28(d), 136.80(s), 139.92(s), 141.42(s), 143.69(s), 144.47(s), 147.98(d), 195.81(s); MS [EI, M+ (relative intensity %)]: 234(58), 119(100), 91(62). 10a: White crystals, mp 74°C; IR (CCl4): 1800(s), 1730(s), 1735(s), 1645(m); 1H-nmr (CDCl3): 1.35 (t, 3H, J = 7Hz), 1.38 (t, 3H, J = 7Hz), 4.37 (q, 2H, J = 7Hz), 4.40 (q, 2H, J = 7H), 7.68–8.11 (m, 3H), 8.57–8.75 (m, 1H); 13C-nmr: 14.10(q), 62.13(t), 125.80, 126.27, 127.57, 133.09, 135.43, 136.15, 155.06, 162.90(s), 163.52(s), 164.42(s), MS [EI, M+ (relative intensity %)]: 290(50), 245(6), 218(75), 173(100), 146(55), 105(55), 76(30). 10b: White crystals, mp 191–92°C; IR (nujol): 1800(s), 1735(s), 1620(m); 1H-nmr (CDCl3): 136 (t, 3H, J = 8Hz), 4.36 (q, 2H, J = 8Hz), 7.60–8.00, (m, 3H), 8.86–9.1 (m, 1H); MS [EI, M+ (relative intensity %)]: 243(20), 215(50), 198(85), 171(65), 114(100), 104(55), 76(35)
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