Issue in Honor of Prof. Atta-ur-Rahman ARKIVOC 2007 (vii) 254-264
(1S, 2R, 5S)-2-Isopropyl-5-methylcyclohexyl phenyl ether (2j).28 Colorless oil; IR (ATR, cm-1) 2954, 2924, 2869, 1597, 1587, 1492, 1240, 1013, 750, 690; 1H NMR (270 MHz, CDCl3) d = 7.30-7.24 (m, 2H), 6.93-6.88 (m, 3H), 4.07-3.98 (m, 1H), 2.28-2.12 (m, 2H), 1.76-1.68 (m, 2H), 1.56-1.38 (m, 2H), 1.13-0.90 (m, 9H), 0.77 (d, J = 6.2 Hz, 3H); 13C NMR (68 MHz, CDCl3) d = 158.3, 129.4, 120.3, 115.8, 77.5, 48.2, 40.5, 34.7, 31.5, 26.2, 23.9, 22.2, 20.9, 16.7; HRMS (EI positive) Calcd for C16H24O: [M+H]+ 232.1827. Found: m/z 232.1825. Phenyl 3-phenylpropyl ether (2k).7 Colorless oil; IR (ATR, cm-1) 2942, 1599, 1587, 1495, 1470, 1242, 1037, 747, 691; 1H NMR (270 MHz, CDCl3) d = 7.32-7.16 (m, 7H), 6.96-6.87 (m, 3H), 3.96 (t, J = 6.5 Hz, 2H), 2.81 (t, J = 7.3 Hz, 2H), 2.16-2.05 (m, 2H); 13C NMR (68 MHz, CDCl3) d = 158.9, 141.4, 129.3, 128.4, 128.3, 125.8, 120.5, 114.5, 66.8, 32.2, 30.9.
Acknowledgements
This study was supported in part by the Grant of the 21st Century COE Program from Ministry of Education, Culture, Sports, Science and Technology (MEXT), Japan. We thank Dr. Hirokazu Ohsawa and Dr. Tatsuji Nakamura, Analytical group in Banyu pharmaceutical company, for high resolution mass spectrometry analysis.
References
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