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·1436· 精细化工 FINE CHEMICALS 第 35 卷

40.58 (C-4), 31.73 (C-3), 26.54 (C-5), 23.72 (C-6), C3-Ha), 1.97~1.91 (m, 1H, C5-Hb), 1.76 (s, 3H,
+
20.74 (C-10)。ESI-MS, m/Z: [M+H] , 实测值, 269.89, C10-H), 1.52 (ddd, J = 24.1、11.5、5.3 Hz, 1H, C5-Ha);
理论值, 269.14。 13 CNMR (151 MHz, CDCl 3), δ: 163.72 (C-11), 159.70
(C-7), 148.67 (C-1), 141.34 (C-2), 133.49 (C-8),
紫苏醛基邻氟苯基肟酯（Ⅲi）：白色固体, 0.77 g,
132.66 (C-15), 132.15 (C-13), 131.17 (C-12), 130.92
–1
产率 80.8%。熔点 67~69 ℃。IR (KBr)，ν/cm : 3083 (C-17), 129.50 (C-14), 126.65 (C-16), 109.36 (C-9),
(Ar–H), 2944, 2919 (C—H), 1749 (C==O), 1641, 1610, 40.54 (C-4), 31.75 (C-3), 26.51 (C-5), 23.65 (C-6),
1584, 1488, 1453, 1434 (Ar–C==C, C==C, C==N); 20.75 (C-10)。ESI-MS, m/Z: [M+H] , 实测值, 303.81,
+
1
HNMR (600 MHz, CDCl 3 ), δ: 8.08 (s, 1H, C7-H),
7.98 (td, J = 7.6、1.8 Hz, 1H, C17-H), 7.57~ 7.52 (m, 理论值, 303.10。
紫苏醛基间氯苯基肟酯（Ⅲl）：白色固体, 0.89 g,
1H, C15-H), 7.23 (td, J = 7.7、1.0 Hz, 1H, C14-H),
–1
产率 89.2%。熔点 128~129 ℃。IR (KBr), ν/cm :
7.15 (ddd, J = 10.5、8.4、0.8 Hz, 1H, C16-H), 6.31 (d,
J = 2.3 Hz, 1H, C2-H), 4.80~4.70 (m, 2H, C9-H), 3071 (Ar–H), 2971, 2920, 2888 (C—H), 1743 (C==O),
2.71~2.63 (m, 1H, C6-Hb), 2.43~2.34 (m, 2H, C6-Ha, 1644, 1587, 1573, 1471, 1452, 1423 (Ar—C==C,
1
C3-Hb), 2.25 (ddd, J = 11.1、7.0、3.1 Hz, 1H, C4-H), C==C, C==N); HNMR (600 MHz, CDCl 3 ), δ: 8.10 (s,
1H, C7-H), 8.05 (s, 1H, C13-H), 7.96 (d, J = 7.8 Hz,
2.21~2.13 (m, 1H, C3-Ha), 1.94 (dtd, J = 12.7、5.1、 1H, C17-H), 7.58~7.54 (m, 1H, C16-H), 7.41 (t, J =
2.4 Hz, 1H, C5-Hb), 1.76 (s, 3H, C10-H), 1.52 (dtd, J 7.9 Hz, 1H, C15-H), 6.34~6.30 (m, 1H, C2-H), 4.76 (d,
13
= 12.9、11.3、5.4 Hz, 1H, C5-Ha); CNMR (151 MHz, J = 21.4 Hz, 2H, C9-H), 2.70~2.63 (m, 1H, C6-Hb),
CDCl 3 ), δ: 162.56 (C-11), 160.77 (C-13), 159.68 (C-7), 2.43~2.34 (m, 2H, C6-Ha, C3-Hb), 2.30~ 2.22 (m, 1H,
148.71 (C-1), 141.16 (C-2), 134.71 (C-8), 132.24 C4-H), 2.22~2.13 (m, 1H, C3-Ha), 1.94 (ddd, J =
(C-15), 128.69 (C-17), 124.16 (C-16), 117.67 (C-12), 10.6、4.9、2.6 Hz, 1H, C5-Hb), 1.76 (s, 3H, C10-H),
116.90 (C-14), 109.35 (C-9), 40.56 (C-4), 31.75 (C-3), 1.53 (ddd, J = 24.2、11.4、5.3 Hz, 1H, C5-Ha);
26.52 (C-5), 23.67 (C-6), 20.75 (C-10)。ESI-MS, m/Z: 13 CNMR (151 MHz, CDCl 3 ), δ: 162.97 (C-11), 159.58
+
[M+H] , 实测值, 287.86, 理论值, 287.13。 (C-7), 148.65 (C-1), 141.30 (C-2), 134.66 (C-8),
紫苏醛基对氟苯基肟酯（Ⅲj）：白色固体, 0.72 g, 133.27 (C-14), 132.15 (C-15), 130.65 (C-12), 129.84
–1
产率 75.7%。熔点 105~107 ℃。IR (KBr), ν/cm : (C-13), 129.62 (C-16), 127.78 (C-17), 109.36 (C-9),
40.54 (C-4), 31.76 (C-3), 26.50 (C-5), 23.68 (C-6),
3078 (Ar–H), 2944, 2922, 2895 (C—H), 1749 (C==O), +
1638, 1597, 1504, 1437, 1410 (Ar–C==C, C==C, 20.74 (C-10)。ESI-MS, m/Z: [M+H] , 实测值, 303.81,
1
C==N); HNMR (600 MHz, CDCl 3 ), δ: 8.13~8.06 (m, 理论值, 303.10。
3H, C7-H, C13-H, C17-H), 7.17~7.10 (m, 2H, C14-H, 紫苏醛基对氯苯基肟酯（Ⅲm）：白色固体,
C16-H), 6.31 (d, J = 2.3 Hz, 1H, C2-H), 4.76 (dd, J = 0.85 g, 产率 84.8%。熔点 99~100 ℃。IR (KBr),
12.0、10.6 Hz, 2H, C9-H), 2.71~2.63 (m, 1H, C6-Hb), ν/cm : 3085 (Ar–H), 2959, 2934, 2884 (C—H), 1739
–1
2.44~2.34 (m, 2H, C6-Ha, C3-Hb), 2.25 (ddd, J = (C==O), 1638, 1591, 1487, 1429 (Ar–C==C, C==C,
1
11.1、7.0、3.0 Hz, 1H, C4-H), 2.22~2.13 (m, 1H, C==N); HNMR (600 MHz, CDCl 3 ), δ: 8.08 (s, 1H,
C3-Ha), 1.94 (ddt, J = 12.6、5.1、2.6 Hz, 1H, C5-Hb), C7-H), 8.04~7.98 (m, 2H, C13-H, C17-H), 7.47~7.41
(m, 2H, C14-H, C16-H), 6.31 (d, J = 2.2 Hz, 1H,
1.76 (s, 3H, C10-H), 1.52 (dtd, J = 12.9、11.3、5.4 Hz, C2-H), 4.76 (dd, J = 12.2、10.8 Hz, 2H, C9-H),
13
1H, C5-Ha); CNMR (151 MHz, CDCl 3 ), δ: 166.76
(C-11), 165.07 (C-15), 163.24 (C-7), 159.36 (C-1), 2.70~2.63 (m, 1H, C6-Hb), 2.42~2.34 (m, 2H, C6-Ha,
C3-Hb), 2.28~2.22 (m, 1H, C4-H), 2.21~2.13 (m, 1H,
148.70 (C-2), 141.00 (C-8), 132.21 (C-13, C-17),
125.13 (C-12), 115.80 (C-14), 115.65 (C-16), 109.36 C3-Ha), 1.96~1.91 (m, 1H, C5-Hb), 1.76 (s, 3H,
(C-9), 40.57 (C-4), 31.74 (C-3), 26.52 (C-5), 23.71 C10-H), 1.52 (dtd, J = 13.0、11.3、5.3 Hz, 1H, C5-Ha);
13
+
(C-6), 20.74 (C-10)。ESI-MS, m/Z: [M+H] , 实测值 CNMR (151 MHz, CDCl 3 ), δ: 163.35 (C-11), 159.47
(C-7), 148.67 (C-1), 141.15 (C-2), 139.74 (C-8),
287.85, 理论值, 287.13。 132.21 (C-15), 131.01 (C-13, C-17), 128.89 (C-14,
紫苏醛基邻氯苯基肟酯（Ⅲk）：白色固体, 0.76 g, C-16), 127.34 (C-12), 109.36 (C-9), 40.55 (C-4),
–1
产率 76.0%。熔点 74~75 ℃。IR (KBr), ν/cm : 3078 31.75 (C-3), 26.51 (C-5), 23.69 (C-6), 20.74 (C-10)。
+
(Ar–H), 2968, 2922 (C—H), 1754 (C==O), 1643, 1590, ESI-MS, m/Z: [M+H] , 实测值 , 303.83, 理论值 ,
1
1471, 1431 (Ar–C==C, C==C, C==N); HNMR (600 303.10。
MHz, CDCl 3 ), δ: 8.06 (s, 1H, C7-H), 7.79 (d, J = 7.7
Hz, 1H, C17-H), 7.45 (dt, J = 8.1, 7.5 Hz, 2H, C15-H, 紫苏醛基-2,4-二氯苯基肟酯（Ⅲn）：白色固体,
–1
C14-H), 7.33 (q, J = 7.3 Hz, 1H, C16-H), 6.30 (s, 1H, 0.90 g, 产率 81.3%。熔点 61~62 ℃。IR (KBr), ν/cm :
C2-H), 4.75 (d, J = 21.2 Hz, 2H, C9-H), 2.66 (dd, J = 3078 (Ar–H), 2948, 2928, 2895 (C—H), 1748 (C==O),
17.2、2.6 Hz, 1H, C6-Hb), 2.43~2.33 (m, 2H, C6-Ha, 1639, 1583, 1557, 1472, 1431 (Ar—C==C, C==C,
1
C3-Hb), 2.28~2.21 (m, 1H, C4-H), 2.21~2.13 (m, 1H, C==N); HNMR (600 MHz, CDCl 3 ), δ: 8.05 (s, 1H,