Page 158 - 《精细化工》2021年第4期

·792· 精细化工 FINE CHEMICALS 第 38 卷

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δ: 7.24~7.61 (m, 6H, Ar—H), 6.83 (d, 1H, J = 8.0 Hz, ESI-MS, m/Z: [M+H] 理论值 418.1；测量值 418.2。
Ar—H), 6.21 (d, 1H, J = 8.0 Hz, Ar—H), 5.78 (t, 1H, (E)-N-(4-三氟甲基苯基)-2-甲基-4-(7-甲氧基-2-
J = 8.0 Hz, CH==C), 3.90 (s, 3H, OCH 3 ), 3.60 (d, 2H, 氧代-2H-色烯-8-基)-2-丁烯酰胺（Ⅲf）：白色固体，
J = 8.0 Hz, CH 2 ), 2.08 (s, 3H, CH 3 ); 13 CNMR 收率 49%，m.p.=180.6~181.5℃。 HNMR (400 MHz,
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(100 MHz, CDCl 3 ), δ: 14.2, 24.6, 56.1, 107.3, 108.2,
112.9, 113.0, 115.1, 116.3, 117.4, 126.9, 127.8, 133.6, CDCl 3 ), δ: 6.98~7.65 (m, 6H, Ar—H), 6.77 (d, 1H, J =
134.1, 143.6, 152.5, 154.4, 159.6, 160.1, 161.5; 8.0 Hz, Ar—H), 6.22 (d, 1H, J = 8.0 Hz, Ar—H), 5.74
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ESI-MS, m/Z: [M+H] 理论值 368.1；测量值 368.0。 (t, 1H, J = 8.0 Hz, CH==C), 3.88 (s, 3H, OCH 3 ), 3.67
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(E)-N-(3-氟苯基)-2-甲基-4-(7-甲氧基-2-氧代- (d, 2H, J = 8.0 Hz, CH 2 ), 2.02 (s, 3H, CH 3 ); CNMR
(100 MHz, CDCl 3 ), δ: 14.2, 24.9, 56.1, 107.2, 109.8,
2H-色烯-8-基)-2-丁烯酰胺（Ⅲb）：白色固体，收率 111.7, 112.8, 113.1, 115.3, 121.8, 127.0, 127.8, 131.4,
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62%，m.p.=185.6~186.7 ℃。HNMR (400 MHz, CDCl 3), 133.9, 143.7, 152.4, 154.2, 155.4, 159.3, 160.2;
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δ: 7.18~7.65 (m, 6H, Ar—H), 6.86 (d, 1H, J = 8.0 Hz, ESI-MS, m/Z: [M+H] 理论值 418.1；测量值 418.0。
Ar—H), 6.23 (d, 1H, J = 8.0 Hz, Ar—H), 5.76 (t, 1H, (E)-N-(2-硝基苯基)-2-甲基-4-(7-甲氧基-2-氧代-
J = 12.0 Hz, CH==C), 3.93 (s, 3H, OCH 3 ), 3.60 (d, 2H, 2H-色烯-8-基)-2-丁烯酰胺（Ⅲg）：黄色固体，收率
J = 12.0 Hz, CH 2 ), 2.12 (s, 3H, CH 3 ); 13 CNMR 62%，m.p.=188.4~189.5 ℃。HNMR (400 MHz, CDCl 3),
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(100 MHz, CDCl 3 ), δ: 14.2, 24.5, 56.0, 106.8, 109.6,
111.5, 114.0, 115.7, 116.3, 118.8, 120.1, 130.5, 133.7, δ: 7.24~7.65 (m, 6H, Ar—H), 6.84 (d, 1H, J = 8.0 Hz,
134.4, 136.1, 143.7, 154.3, 160.6, 162.2, 164.0; Ar—H), 6.22 (d, 1H, J = 8.0 Hz, Ar—H), 5.76 (t, 1H,
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ESI-MS, m/Z: [M+H] 理论值 368.1；测量值 368.3。 J = 12.0 Hz, CH==C), 3.93 (s, 3H, OCH 3 ), 3.65 (d, 2H,
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(E)-N-(4-氟苯基)-2-甲基-4-(7-甲氧基-2-氧代- J = 12.0 Hz, CH 2 ), 2.07 (s, 3H, CH 3 ); CNMR (100
MHz, CDCl 3 ), δ: 14.1, 24.4, 55.9, 106.5, 109.9, 111.2,
2H-色烯-8-基)-2-丁烯酰胺（Ⅲc）：白色固体，收率 113.0, 115.5, 116.2, 118.0, 120.8, 134.0, 134.9, 136.0,
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49%，m.p.=182.7~184.1 ℃。HNMR (400 MHz, CDCl 3),
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143.8, 154.1, 156.5, 164.1; ESI-MS, m/Z: [M+H] 理
δ: 7.20~7.64 (m, 5H, Ar—H), 6.95~7.00 (m, 1H, Ar—
论值 395.1；测量值 395.2。
H), 6.88 (d, 1H, J = 12.0 Hz, Ar—H), 6.22 (d, 1H, J =
(E)-N-(3-硝基苯基)-2-甲基-4-(7-甲氧基-2-氧代-
12.0 Hz, Ar—H), 5.78 (t, 1H, J = 8.0 Hz, CH==C), 2H-色烯-8-基)-2-丁烯酰胺（Ⅲh）：黄色固体，收率
3.92 (s, 3H, OCH 3 ), 3.58 (d, 2H, J = 8.0 Hz, CH 2 ), 1
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2.14 (s, 3H, CH 3 ); CNMR (100 MHz, CDCl 3 ), δ: 62% ， m.p.=192.1~193.0 ℃。 HNMR (400 MHz,
14.3, 25.2, 55.4, 107.0, 107.8, 114.3, 119.5, 120.7, CDCl 3 ), δ: 7.10~7.62 (m, 6H, Ar—H), 6.81 (d, 1H, J =
126.7, 131.6, 134.5, 136.3, 137.6, 143.0, 153.9, 155.3, 12.0 Hz, Ar—H), 6.21 (d, 1H, J = 12.0 Hz, Ar—H),
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160.7, 161.1; ESI-MS, m/Z: [M+H] 理论值 368.1；测 5.78 (t, 1H, J = 12.0 Hz, CH==C), 3.91 (s, 3H, OCH 3 ),
量值 368.0。 3.63 (d, 2H, J = 12.0 Hz, CH 2 ), 2.05 (s, 3H, CH 3 );
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(E)-N-(2-三氟甲基苯基)-2-甲基-4-(7-甲氧基-2- CNMR (100 MHz, CDCl 3 ), δ: 14.2, 24.6, 56.1, 107.3,
108.2, 112.4, 112.9, 113.2, 115.5, 126.9, 127.7, 131.6,
氧代-2H-色烯-8-基)-2-丁烯酰胺（Ⅲd）：白色固体， 133.4, 143.6, 153.7, 156.6, 159.9, 161.1; ESI-MS, m/Z:
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收率 57%，m.p.=186.4~187.6℃。 HNMR (400 MHz, [M+H] 理论值 395.1；测量值 395.0。
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CDCl 3 ), δ: 7.20~7.64 (m, 6H, Ar—H), 6.81 (d, 1H, J = (E)-N-(4-硝基苯基)-2-甲基-4-(7-甲氧基-2-氧代-
8.0 Hz, Ar—H), 6.21 (d, 1H, J = 8.0 Hz, Ar—H), 5.80 2H-色烯-8-基)-2-丁烯酰胺（Ⅲi）：黄色固体，收率
(t, 1H, J = 8.0 Hz, CH==C), 3.95 (s, 3H, OCH 3 ), 3.60 48%，m.p.=189.9~190.5 ℃。HNMR (400 MHz, CDCl 3),
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(d, 2H, J = 8.0 Hz, CH 2 ), 2.03 (s, 3H, CH 3 ); CNMR
(100 MHz, CDCl 3 ), δ: 14.9, 25.5, 54.3, 107.9, 111.8, δ: 7.07~7.59 (m, 6H, Ar—H), 6.85 (d, 1H, J = 12.0 Hz,
112.0, 118.2, 120.8, 121.1, 122.0, 122.3, 124.2, 127.5, Ar—H), 6.25(d, 1H, J =12.0 Hz, Ar—H), 5.75 (t, 1H,
128.6, 138.0, 142.3, 146.9, 149.7, 159.0, 160.8; J = 8.0 Hz, CH==C), 3.91 (s, 3H, OCH 3 ), 3.51 (d, 2H,
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ESI-MS, m/Z: [M+H] 理论值 418.1；测量值 418.3。 J = 8.0 Hz, CH 2 ), 2.04 (s, 3H, CH 3 ); 13 CNMR
(E)-N-(3-三氟甲基苯基)-2-甲基-4-(7-甲氧基-2- (100 MHz, CDCl 3 ), δ: 14.3, 24.7, 58.8, 107.2, 113.0,
113.7, 126.2, 126.6, 126.9, 127.3, 127.8, 131.9, 133.0,
氧代-2H-色烯-8-基)-2-丁烯酰胺（Ⅲe）：白色固体， 134.0, 138.3, 143.6, 146.7, 149.6, 150.1, 160.2, 161.3;
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收率 53%，m.p.=185.0~185.9 ℃。HNMR (400 MHz, +
ESI-MS, m/Z: [M+H] 理论值 395.1；测量值 395.2。
CDCl 3 ), δ: 7.24~7.73 (m, 6H, Ar—H), 6.82 (d, 1H, J =
(E)-N-(2-甲基苯基)-2-甲基-4-(7-甲氧基-2-氧代-
12.0 Hz, Ar—H), 6.24 (d, 1H, J = 12.0 Hz, Ar—H), 2H-色烯-8-基)-2-丁烯酰胺（Ⅲj）：淡黄色固体，收
5.80 (t, 1H, J = 8.0 Hz, CH==C), 3.93 (s, 3H, OCH 3 ), 率 46%，m.p.=188.4~189.3 ℃。 HNMR (400 MHz,
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3.61 (d, 2H, J = 8.0 Hz, CH 2 ), 2.09 (s, 3H, CH 3 );
13 CDCl 3 ), δ: 7.16~7.69 (m, 6H, Ar—H), 6.80 (d, 1H, J =
CNMR (100 MHz, CDCl 3 ), δ: 14.2, 25.5, 56.1, 107.2,
111.9, 113.4, 113.7, 116.3, 118.2, 122.0, 122.8, 126.9, 8.0 Hz, Ar—H), 6.22 (d, 1H, J = 8.0 Hz, Ar—H), 5.70
137.2, 137.9, 144.8, 146.6, 154.4, 156.1, 159.2, 160.4; (t, 1H, J = 8.0 Hz, CH==C), 3. 87 (s, 3H, OCH 3 ), 3.69