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·1204· 精细化工 FINE CHEMICALS 第 35 卷

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1
m.p. 105 ~ 113 ℃， HNMR (CDCl 3 , 400 MHz)，δ: 基酯（Ⅳl）：0.88 g，产率 65%，透明油状液体，HNMR
1.85 (d, J=6.8 Hz, 3H, CH 3 ), 5.04 (q, J=6.8 Hz, 1H, (CDCl 3 , 400 MHz)，δ: 1.57 (d, J=6.8 Hz, 3H, CH 3 ),
CH), 7.07 (d, J=6.8 Hz, 2H, Ph-H), 7.14~7.18 (m, 3H, 2.95 (t, J=6.8 Hz, 2H, CH 2 ), 4.41 (t, J=6.8 Hz, 2H,
Ph-H + naphthalene-H), 7.46~7.53 (m, 3H, CH 2 ), 4.67 (q, J=6.8 Hz, 1H, CH), 6.81-6.87 (m, 3H,
naphthalene-H), 7.78~7.86 (m, 3H, naphthalene-H), Ph-H), 6.94 (d, J=9.2 Hz, 2H, Ph-H), 7.17-7.34 (m,
7.97 (d, J=2.4 Hz, 1H, Py-H), 8.27 (s, 1H, Py-H); 6H, Ph-H), 7.44 (dd, J=10.0 Hz, 2.0 Hz, 1H, Ph-H);
13 CNMR (CDCl 3 , 100 MHz)，δ: 18.66, 73.32, 116.28, 13 CNMR (CDCl 3 , 100 MHz)，δ: 18.52, 34.93, 65.56,
118.32, 119.17, 120.52, 122.50, 122.79, 125.93, 72.98, 105.93, 116.52, 118.47, 120.41, 120.62, 121.00,
126.72, 127.64, 127.78, 129.57, 131.56, 133.61, 126.67, 128.50, 128.82, 129.31, 137.24, 148.44,
136.25, 142.55, 142.60, 147.03, 147.78, 155.22, 151.08, 153.58, 154.95, 171.81。 Anal. Calcd. for
161.36, 170.81。Anal. Calcd. for C 25 H 17 ClF 3 NO 4 ，%:
C 24 H 20 FNO 4 ，%: C 71.10, H 4.97, N 3.45, found：C
C 61.55, H 3.51, N 2.87, found：C 61.76, H 3.61, N
71.32, H 5.02, N 3.19。
2.59。
(R)-2-[4-(4 氰基-2-氟苯氧基)苯氧基]丙酸萘酯
N-苯乙基-(R)-2-[4-(3-氯-5-三氟甲基吡啶-2-氧
（Ⅳm）：0.67 g，产率 47%，白色固体，熔点 80~81 ℃，
基)苯氧基]丙酰胺（Ⅳi）：1.00 g，产率 65%，白色
1 HNMR (CDCl 3 , 400 MHz)，δ: 1.85 (d, J=6.8 Hz, 3H,
1
固体，m. p.146~148 ℃，HNMR (CDCl 3 , 400 MHz)， CH 3 ), 5.00 (q, J=6.8 Hz, 1H, CH), 6.90 (t, J=4.0 Hz,
δ: 1.59 (d, J=6.8 Hz, 3H, CH 3 ), 2.74~2.91 (m, 2H, 1H, naphthalin-H), 7.06 (s, 4H, PhH), 7.16 (dd, J=8.8
CH 2 ), 3.48-3.57 (m, 1H, CH 2 ), 3.64~3.73 (m, 1H, Hz, 2.4 Hz, 1H, PhH), 7.32~7.35 (m, 1H,
CH 2 ), 4.66 (q, J=6.8 Hz, 1H, CH), 6.50 (br, 1H, NH), naphthalin-H), 7.45~7.53 (m, 4H, PhH +
6.93 (d, J=9.2 Hz, 2H, Ph-H), 7.12~7.15 (m, 3H, naphthalin-H), 7.80 (dd, J=7.2 Hz, 2.0 Hz, 1H,
Ph-H), 7.24~7.33 (m, 4H, Ph-H), 8.02 (s, 1H, Py-H), naphthalin-H), 7.84 (d, J=8.4 Hz, 2H, naphthalin-H);
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8.29 (s, 1H, Py-H); CNMR (CDCl 3 , 100 MHz)，δ: 13 CNMR (CDCl 3 , 100 MHz)，δ: 18.63, 73.38, 106.20,
18.93, 35.68, 40.06, 75.59, 116.25, 119.12, 122.87, 116.92, 118.26, 118.74, 120.42, 120.53, 120.74,
126.53, 128.64, 128.75, 136.28, 138.40, 142.51, 121.12, 126.02, 126.82, 127.63, 127.82, 129.35,
146.96, 154.59, 171,85; Anal. Calcd. for 129.62, 131.62, 133.65, 147.83, 148.98, 150.46,
C 23 H 20 ClF 3 N 2 O 3 ，%: C 59.43, H 4.34, N 6.03, found：
151.24, 154.98, 170.63。Anal. Calcd. for C 26 H 18 FNO 4 ，
C 59.31, H 4.29, N 6.26。
%: C 73.06, H 4.24, N 3.28, found：C 73.23, H 4.51, N
(R)-四氢异喹啉-2-基-2-[4-(3-氯-5-三氟甲基吡
3.52。
啶-2-氧基)苯氧基]丙酮（Ⅳj）：1.00 g，产率 63%， N-苯乙基-(R)-2-[4-(4-氰基-2-氟苯氧基)苯氧基]
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白色固体，m.p. 47~48 ℃，HNMR (CDCl 3, 400 MHz)， 丙酰胺（Ⅳn）：0.74 g，产率 55%，白色固体，熔点
δ: 1.67 (d, J=6.8 Hz, 3H, CH 3 ), 2.73-2.94 (m, 2H, 1
CH 2 ), 3.64-4.01 (m, 2H, CH 2 ), 4.66-4.97 (m, 2H, CH 2 ), 104~105 ℃， HNMR (CDCl 3 , 400 MHz)，δ: 1.54 (d,
5.03 (q, J=6.8 Hz, 1H, CH), 6.94-7.21 (m, 8H, Ph-H), J=6.8 Hz, 3H, CH 3 ), 2.71~2.84 (m, 2H, CH 2 ),
7.96 (s, 1H, Py-H), 8.24 (s, 1H, Py-H); 13 CNMR 3.46~3.54 (m, 1H, CH 2 ), 3.58~3.67 (m, 1H, CH 2 ),
(CDCl 3 , 100 MHz)，δ: 17.89, 29.56, 45.02, 46.86, 4.59 (q, J=6.8 Hz, 1H, CH), 6.43 (br s, 1H, NH),
75.07, 115.85, 115.96, 119.18, 122.64, 122.76, 126.39, 6.84~6.90 (m, 3H, PhH), 6.99 (d, J=8.8 Hz, 2H, PhH),
126.55, 126.66, 127.04, 128.39, 132.75, 136.19, 7.09 (d, J=6.4 Hz, 2H, PhH), 7.19~7.28 (m, 3H, PhH),
142.53, 146.80, 155.01, 161.32, 170.00. Anal. Calcd. 7.34 (dt, J=8.4 Hz, 1.6Hz, 1H, PhH), 7.46 (dd, J=10.0
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for C 24 H 20 ClF 3 N 2 O 3 ，%: C 60.45, H 4.23, N 5.87, Hz, 2.0 Hz, 1H, PhH); CNMR (CDCl 3 , 100 MHz)，δ:
18.88, 35.64, 40.04, 75.73, 116.86, 117.57, 118.73,
found：C 60.59, H 4.10, N 5.98。
120.55, 120.77, 121.06, 126.57, 128.62, 128.71,
吡啶-3-基-(R)-2-[4-(4-氰基-2-氟苯氧基)苯氧基] 129.32, 129.36, 138.44, 148.99, 153.72, 154.26,
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丙酸酯（Ⅳk）：0.88 g，产率 70%，黄色黏液，HNMR 171.73。Anal. Calcd. for C 24H 21FN 2O 3，%: C 71.27, H
(CDCl 3 , 400 MHz)，δ: 1.85 (d, J=6.4 Hz, 3H, CH 3 ), 5.23, N 6.93, found：C 71.49, H 5.00, N 6.87。
5.03 (q, J=6.4 Hz, 1H, CH), 6.91~7.09 (m, 4H, PhH), (R)-四氢异喹啉-2-基-2-[4-(4-氰基-2-氟苯氧基)
7.30~7.51 (m, 5H, PhH, Py-H), 8.43 (s, 1H, Py-H),
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8.55 (s, 1H, Py-H); CNMR (CDCl 3 , 100 MHz)，δ: 苯氧基]丙酮（Ⅳo）：0.90 g，产率 65%，黄色黏液，
1 HNMR (CDCl 3 , 400 MHz)，δ: 1.68 (d, J=6.8 Hz, 3H,
18.56, 73.13, 116.52, 116.65, 116.83, 118.81, 120.57,
120.78, 121.12, 124.13, 129.11, 129.40, 135.26, CH 3 ), 2.75~2.90 (m, 2H, CH 2 ), 3.78~4.02 (m, 2H,
142.82, 147.03, 147.25, 149.11, 154.69, 170.07。 Anal. CH 2 ), 4.68~4.89 (m, 2H, CH 2 ), 5.05 (q, J=6.8 Hz, 1H,
CH), 6.74~6.85 (m, 1H, PhH), 6.88~7.00 (m, 4H,
Calcd. for C 21 H 15 FN 2 O 4 ，%: C 66.66, H 4.00, N 7.40,
PhH), 7.07~7.23 (m, 4H, PhH), 7.29~7.33 (m, 1H,
found：C 66.81, H 3.88, N 7.21。 PhH), 7.44 (dd, J=10.0 Hz,2.0 Hz, 1H, PhH); CNMR
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(R)-2-[4-(4-氰基-2-氟苯氧基)苯氧基]丙酸苯乙 (CDCl 3 , 100 MHz)，δ: 17.98, 29.56, 45.02, 46.88,