Y. Zhang, X. Jia, J.-X. Wang
FULL PAPER
5.24–5.16 (m, 2 H), 4.33 (q, JH,H = 6.0 Hz, 1 H), 2.63–2.52 (m, 2
H), 2.18 (s, 1 H, OH) ppm. 13C NMR (100 MHz, CDCl3): δ =
135.0, 133.2, 129.1, 129.0, 128.2, 128.1, 118.8, 76.5, 40.4, 30.9 ppm.
3
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˜
734, 621 cm–1. MS (EI): m/z (%) = 254 (10.6) [M+ + 2], 252 (10.6)
[M+], 211 (77.0), 193 (22.6), 131 (100.0), 103 (58.3), 91 (4.9), 77
(54.4), 51 (25.6), 39 (44.9). C12H13BrO (253.14): calcd. C 56.93, H
5.17; found C 56.71, H 5.34.
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3-(4-Methoxyphenyl)hex-5-en-3-ol (5k): Oil. 1H NMR (400 MHz,
CDCl3): δ = 7.29–7.25 (m, 2 H), 7.16–7.12 (m, 2 H), 5.69–5.48 (m,
3
1 H), 5.16–5.07 (t, JH,H = 9.2 Hz, 2 H), 2.75–2.41 (m, 2 H), 2.33
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˜
2930, 1642, 1448, 988, 922, 813 cm–1. MS (EI): m/z (%) = 189 (0.6)
[M+ – OH], 165 (0.1), 149 (54.7), 119 (25.9), 105 (3.0), 91 (23.0),
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Acknowledgments
This work was supported by the National Natural Science Founda-
tion of China (No. 20272047, 20572086), the Gansu Natural Sci-
ence Foundation of China (0308RTZA-100), and the Key Labora-
tory of Eco-Environment-Related Polymer Materials (Northwest
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Received: January 20, 2009
Published Online: May 11, 2009
2986
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Eur. J. Org. Chem. 2009, 2983–2986