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2-(cyclohex-2-enyloxy)-isoindole-1,3-dione
 
 
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Volume 2006
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10.3390/M461
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Short Note

2-(cyclooct-2-enyloxy)-isoindole-1,3-dione

by
Sergiu Coseri
Institute of Macromolecular Chemistry “P.Poni” Iasi, Gr.Ghica Voda, 41A, 6600 Iasi, Romania and National Research Council of Canada, 100 Sussex Dr., Ottawa, ON, K1A 0R6, Canada
Molbank 2006, 2006(1), M461; https://doi.org/10.3390/M461
Submission received: 30 September 2005 / Revised: 24 October 2005 / Published: 22 January 2006
Versions Notes
Molbank 2006 m461 i001
A degassed mixture containing 0.38 mmol cyclooctene and 0.0767 mmol N-hydroxyphthalimide (NHPI),1,2 in 5 mL acetonitrile was added to a degassed solution of lead tetraacetate3 (0.038 mmol in 5 mL acetonitrile) under nitrogen atmosphere, at room temperature. After the completion of the reaction, the solvent and the olefin excess was removed under reduced pressure and the residue was purified by preparative TLC using hexane:ethyl acetate = 2:1 as eluent, giving the above product.
1H-NMR (400 MHz, CDCl3): d=7.84, 7.77 (Ar, 4 H); 5.86, 5.77 (CH=CH, 2H); 5.32 (O-CH, 1H); 2.22, 2.10, 1.67, 1.61, 1.59 (CH2, 10H).
13C-NMR (100 MHz, CDCl3): d= 164.6 (C=O); 134.9, 128.2 (Ar); 85.7 (C-O); 77.6 (C=C); 33.7, 30.5, 28.7, 26.7, 24.6 (CH2).

Supplementary materials

Supplementary File 1Supplementary File 2Supplementary File 3

References

  1. Ishii, Y.; Sakaguchi, S.; Iwahama, T. Adv. Synth. Catal. 2001, 343, 393.
  2. Masui, M.; Hosomi, K.; Tsuchida, K.; Ozaki, S. Chem. Pharm. Bull. 1985, 33, 4798.
  3. Martin, J.C.; Taylor, J.W.; Drew, E.H. JACS 1967, 89, 129.
  • Sample Availability: Available from MDPI.

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MDPI and ACS Style

Coseri, S. 2-(cyclooct-2-enyloxy)-isoindole-1,3-dione. Molbank 2006, 2006, M461. https://doi.org/10.3390/M461

AMA Style

Coseri S. 2-(cyclooct-2-enyloxy)-isoindole-1,3-dione. Molbank. 2006; 2006(1):M461. https://doi.org/10.3390/M461

Chicago/Turabian Style

Coseri, Sergiu. 2006. "2-(cyclooct-2-enyloxy)-isoindole-1,3-dione" Molbank 2006, no. 1: M461. https://doi.org/10.3390/M461

APA Style

Coseri, S. (2006). 2-(cyclooct-2-enyloxy)-isoindole-1,3-dione. Molbank, 2006(1), M461. https://doi.org/10.3390/M461

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