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preparative thin layer chromatography (see the eluent bottom) to
give the corresponding solid regioisomers.
4-(Acridin-9-yl)-5-phenyl-3-(2,4,6-trimethoxyphenyl)-4,5-dihydro-
2-isoxazoline (9a)
CC: n-heptane/acetone, 2:1. Yield 67 mg, 38%. Yellow solid. Mp
207.0–209.0 °C (acetone/n-heptane). [Found: C 75.57, H 5.18, N
5.52; C31H26N2O4 (490.56) requires C 75.90, H 5.34, N 5.71]; EI-MS
(70 eV): m/z (%) = 513 (12) [M+Na]+., 491 (45) [M]+., 388 (100), 201
(15), 179 (48), 139 (8).
4-(Acridin-9-yl)-5-phenyl-3-(2,4,6-trimethylphenyl)-4,5-dihydro-2-
isoxazoline (9b)
CC: n-heptane/acetone, 2:1. Yield 58 mg, 37%. Yellow crystals. Mp
227.0–230.0 °C (acetone/n-heptane). [Found: C 84.23, H 5.80, N 6.20;
C31H26N2O (442.56) requires C 84.13, H 5.92, N 6.33]; EI-MS (70 eV):
m/z (%) = 443 (100) [M]+., 439 (53), 354 (27), 338 (70), 313 (50), 285
(78), 265 (15), 258 (30), 256 (5), 111 (5).
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4-(Acridin-9-yl)-5-phenyl-3-(2,6-dichlorophenyl)-4,5-dihydro-2-
isoxazoline (9c)
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CC: n-heptane/acetone, 4:1. Yield 47 mg, 28%. Yellow solid. Mp
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Crystallographic data
Crystallographic data of 8b (CCDC 864811) have been deposited at
the Cambridge Crystallographic Database Centre. These data can
ing.html (or from the CCDC, 12 Union Road, Cambridge CB2 1EZ,
UK; fax: +44 1223 336 033; e–mail: deposit@ccdc.cam.ac.uk).
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Financial support from the Slovak Grant Agency VEGA (grant No.
1/0672/11) and the Slovak State NMR Program (grant No.
2003SP200280203) is gratefully acknowledged. Authors also thank
Assoc. Prof. Dr. Jozef Kožíšek from Slovak Technical University in
Bratislava, Department of Physical Chemistry, Slovakia for the crys-
tallographic analysis of the isoxazoline 8b. Dr. Slávka Bekešová from
the Institute of Chemistry, Slovak Academy of Sciences, Bratislava,
Slovakia is thanked for the measurement of mass spectra.
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