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第 8 期 林桂汕，等: 紫苏醛基肟酯化合物的合成及性能 ·1435·

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(C-9), 40.58 (C-4), 31.66 (C-3), 26.53 (C-5), 26.27 m/Z: [M+H] , 实测值, 263.93, 理论值, 263.19。
(C-12), 23.66 (C-6), 20.73 (C-10), 9.05 (C-13) 。 紫苏醛基环戊基肟酯（Ⅲf）：白色固体, 0.63 g,
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ESI-MS, m/Z: [M+H] , 实测 值, 221.93; 理论 值, 产率 73.3%。熔点 44~46 ℃。IR (KBr), ν/cm : 2958,
–1
221.14。 2871 (C—H), 1762 (C==O), 1641 (C==N); HNMR
1
紫苏醛基正丙基肟酯（Ⅲc）：无色液体, 0.61 g, (600 MHz, CDCl 3 ), δ: 7.90 (s, 1H, C7-H), 6.27~6.18
–1
产率 78.5%。IR (KBr), ν/cm : 2966, 2933, 2877 (C (m, 1H, C2-H), 4.73 (d, J = 22.1 Hz, 2H, C9-H), 2.82
1
—H), 1767 (C==O), 1641 (C==N); HNMR (600 MHz, (p, J = 8.0 Hz, 1H, C12-H), 2.60 (d, J = 17.6 Hz, 1H,
C6-Hb), 2.40~2.27 (m, 2H, C6-Ha, C3-Hb), 2.22 (dd,
CDCl 3 ), δ: 7.89 (s, 1H, C7-H), 6.25~6.20 (m, 1H, J = 15.2、7.2 Hz, 1H, C4-H), 2.18~2.09 (m, 1H,
C2-H), 4.73 (dd, J = 21.5 、 1.0 Hz, 2H, C9-H), C3-Ha), 1.97~1.83 (m, 5H, C5-Hb, C13-H, C16-H),
2.62~2.55 (m, 1H, C6-Hb), 2.40~2.26 (m, 4H, C12-H, 1.79~1.70 (m, 5H, C10-H, C14-He, C15-Hb), 1.63~
C6-Ha, C3-Hb), 2.25~2.18 (m, 1H, C4-H), 2.18~2.09 1.55 (m, 2H, C14-Ha, C15-Ha), 1.49 (ddd, J = 24.3、
(m, 1H, C3-Ha), 1.90 (ddt, J = 10.0、 4.9、2.4 Hz, 1H, 11.5、5.4 Hz, 1H, C5-Ha); CNMR (151 MHz, CDCl 3 ),
13
C5-Hb), 1.75~1.69 (m, 5H, C10-H, C13-H), 1.48 (dtd, δ: 174.45 (C-11), 158.49 (C-7), 148.76 (C-1), 140.30
J = 12.9、11.3、5.3 Hz, 1H, C5-Ha), 0.98 (t, J = 7.4 Hz, (C-2), 132.32 (C-8), 109.29 (C-9), 42.37 (C-12), 40.59
13
3H, C14-H); CNMR (151 MHz, CDCl 3 ), δ: 171.41 (C-4), 31.67 (C-3), 30.10 (C-13, C-16), 26.54 (C-5),
(C-11), 158.46 (C-7), 148.73 (C-1), 140.45 (C-2), 25.87 (C-14, C-15), 23.67 (C-6), 20.74 (C-10)。ESI-
132.25 (C-8), 109.31 (C-9), 40.58 (C-4), 34.74 (C-12), MS, m/Z: [M+H] , 实测值, 261.92, 理论值, 261.17。
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31.67 (C-3), 26.53 (C-5), 23.66 (C-6), 20.73 (C-10),
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18.39 (C-13), 13.69 (C-14)。ESI-MS, m/Z: [M+H] , 紫苏醛基环己基肟酯（Ⅲg）：白色固体, 0.73 g,
–1
实测值, 235.90, 理论值, 235.16。 产率 80.3%。熔点 80~82 ℃。IR (KBr), ν/cm : 2930,
1
2853 (C—H), 1745 (C==O), 1640 (C==N); HNMR
紫苏醛基正丁基肟酯（Ⅲd）：无色液体, 0.66 g, (600 MHz, CDCl 3 ), δ: 7.90 (s, 1H, C7-H), 6.29~6.20
–1
产率 79.7%。IR (KBr), ν/cm : 2960, 2932, 2871 (m, 1H, C2-H), 4.73 (d, J = 22.6 Hz, 2H, C9-H), 2.60
1
(C—H), 1766 (C==O), 1642 (C==N); HNMR (600 (dd, J = 17.5、2.2 Hz, 1H, C6-Hb), 2.43~2.28 (m, 3H,
MHz, CDCl 3 ), δ: 7.89 (s, 1H, C7-H), 6.26~6.20 (m, C12-H, C6-Ha, C3-Hb), 2.21 (dd, J = 15.2、7.1 Hz, 1H,
1H, C2-H), 4.74 (d, J = 22.5 Hz, 2H, C9-H), 2.62~
2.55 (m, 1H, C6-Hb), 2.42~2.27 (m, 4H, C12-H, C6- C4-H), 2.18~2.10 (m, 1H, C3-Ha), 1.97~1.88 (m, 3H,
C13-Hb, C17-Hb, C15-Hb), 1.82~1.72 (m, 5H,
Ha, C3-Hb), 2.25~2.18 (m, 1H, C4-H), 2.18~2.10 (m, C13-Ha, C17-Ha, C10-H), 1.67 (d, J = 9.8 Hz, 1H,
1H, C3-Ha), 1.94~1.88 (m, 1H, C5-Hb), 1.74 (s, 3H, C15-Ha), 1.57~1.44 (m, 3H, C5-Ha, C14-Hb, C16-Hb),
C10-H), 1.67 (p, J = 7.6 Hz, 2H, C13-H), 1.49 (dtd,
J = 12.9、11.4、5.4 Hz, 1H, C5-Ha), 1.39 (dq, J = 14.8、 1.29 (dd, J = 18.4、6.0 Hz, 2H, C14-Ha, C16-Ha);
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7.4 Hz, 2H, C14-H), 0.92 (t, J = 7.4 Hz, 3H, C15-H); CNMR (151 MHz, CDCl 3 ), δ: 173.50 (C-11), 158.63
13 CNMR (151 MHz, CDCl 3 ), δ: 171.58 (C-11), 158.45 (C-7), 148.75 (C-1), 140.35 (C-2), 132.33 (C-8),
(C-7), 148.74 (C-1), 140.43 (C-2), 132.26 (C-8), 109.29 (C-9), 42.10 (C-12), 40.59 (C-4), 31.67 (C-3),
28.96 (C-13, C-17), 26.54 (C-5), 25.68 (C-15), 25.41
109.30 (C-9), 40.59 (C-4), 32.61 (C-12), 31.67 (C-3), (C-14, C-16), 23.67 (C-6), 20.74 (C-10)。ESI-MS, m/Z:
26.94 (C-5), 26.53 (C-13), 23.67 (C-6), 22.26 (C-14), +
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20.73 (C-10), 13.69 (C-15)。ESI-MS, m/Z: [M+H] , [M+H] , 实测值, 275.91, 理论值, 275.19。
实测值, 249.90, 理论值, 249.17。 紫苏醛基苯基肟酯（Ⅲh）：白色固体, 0.79 g, 产
–1
率 89.3%。熔点 94~95 ℃。IR (KBr), ν/cm : 3087,
紫苏醛基正戊基肟酯（Ⅲe）：无色液体, 0.75 g,
–1
产率 86.8%。IR (KBr), ν/cm : 2957, 2930, 2867 3061, 3031, 3001 (Ar—H, C==C—H, N=C—H ), 2954,
1
(C—H), 1767 (C==O), 1643 (C==N); HNMR (600 2 936, 2888 (C—H), 1738 (C==O), 1638, 1600, 1579,
1
MHz, CDCl 3 ), δ: 7.89 (s, 1H, C7-H), 6.28~6.20 (m, 1450, 1426 (Ar—C==C, C==C, C==N); HNMR (600
1H, C2-H), 4.79~4.69 (m, 2H, C9-H), 2.63~2.56 (m, MHz, CDCl 3 ), δ: 8.10 (s, 1H, C7-H), 8.08 (dd, J =
1H, C6-Hb), 2.41~2.27 (m, 4H, C12-H, C6-Ha, 8.3、1.0 Hz, 2H, C13-H, C17-H), 7.61~ 7.55 (m, 1H,
C3-Hb), 2.25~2.19 (m, 1H, C4-H), 2.18~2.10 (m, 1H, C15-H), 7.46 (t, J = 7.8 Hz, 2H, C14-H, C16-H), 6.30
C3-Ha), 1.94~1.88 (m, 1H, C5-Hb), 1.74 (s, 3H, (d, J = 2.3 Hz, 1H, C2-H), 4.80~4.72 (m, 2H, C9-H),
C10-H), 1.69 (ddd, J = 15.5、7.7、5.3 Hz, 2H, C13-H), 2.73~2.65 (m, 1H, C6-Hb), 2.39 (ddd, J = 9.5、7.6、
1.53~1.45 (m, 1H, C5-Ha), 1.36~1.31 (m, 4H, C14-H, 3.8 Hz, 2H, C6-Ha, C3-Hb), 2.29~2.22 (m, 1H, C4-H),
C15-H), 0.89 (td, J = 6.4、2.1 Hz, 3H, C16-H); 2.22~2.13 (m, 1H, C3-Ha), 1.98~1.91 (m, 1H, C5-Hb),
13
CNMR (151 MHz, CDCl 3 ), δ: 171.59 (C-11), 158.44 1.76 (s, 3H, C10-H), 1.53 (ddd, J = 24.3、11.4、5.3 Hz,
13
(C-7), 148.74 (C-1), 140.43 (C-2), 132.26 (C-8), 1H, C5-Ha); CNMR (151 MHz, CDCl 3), δ: 164.19
109.30 (C-9), 40.59 (C-4), 32.87 (C-12), 31.67 (C-3), (C-11), 159.29 (C-7), 148.73 (C-1), 140.82 (C-2),
31.29 (C-13), 26.53 (C-5), 24.57 (C-14), 23.67 (C-6), 133.23 (C-8), 132.32 (C-15), 129.63 (C-12), 128.92
22.30 (C-15), 20.73 (C-10), 13.90 (C-16)。ESI-MS, (C-13, C-17), 128.49 (C-14, C-16), 109.33 (C-9),