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3-Ethoxycarbonyl-1,4-dihydro-2-methylquinoline

by
Camara Hadietou Diadié
,
Attar Khalid
,
Boutayeb Mohammed
,
Benchidmi Mohamed
and
Essassi El Mokhtar
*
Laboratory of Organic Chemistry, Departement of Chemistry, Faculty of Sciences, University Mohammed V,BP 1014-Rabat, Morocco
*
Author to whom correspondence should be addressed.
Molecules 2001, 6(12), M243; https://doi.org/10.3390/M243
Submission received: 28 May 2001 / Accepted: 14 December 2001 / Published: 20 December 2001
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Molecules 06 m243 i001
Compound 1 [1] (1.23 g, 4.94 mmol ) and 0.1 g of Pd/C (10%) in 50 ml of ethanol are introduced into an hydrogenation reactor. The mixture is first degassed under reduced pressure and then left at normal pressure. When the reaction is finished (at end of hydrogen consumption), the solution is filtered under vacuum and then concentrated under reduced pressure. The residue is purified by column chromatography on silica gel. (hexane / ethyl acetate 60/40). Compound 2 was obtained in 60% yield.
M.P.130-132 °C.
TLC ( Hexane/EtOAc 6:4 ): Rf 0.60.
IR ( KBr, cm–1) : 3395, 1725, 1608.
1H-NMR ( CDCl3 ) : 6.43 – 7.04 (m ,4H); 4 (q, 2H. J= 7.2Hz ); 4.02 (broad, NH); 3.04 (q, 2H, JAB= 17.1Hz); 1.56 (s, 3H); 1.1 (t, 3H, J= 7.2Hz).
NMR : 4.02 (broad, NH).
MS (EI): m/z : 217; 216; 188; 144; 106 (100); 77.

References

  1. Gordon, E. H.; Hughes, D.; Rae, D.; Rhodes, A.P. Tetrahedron Letters 1967, 3, 241–246.
Sample Availability: Available from the authors and from MDPI.

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MDPI and ACS Style

Diadié, C.H.; Khalid, A.; Mohammed, B.; Mohamed, B.; El Mokhtar, E. 3-Ethoxycarbonyl-1,4-dihydro-2-methylquinoline. Molecules 2001, 6, M243. https://doi.org/10.3390/M243

AMA Style

Diadié CH, Khalid A, Mohammed B, Mohamed B, El Mokhtar E. 3-Ethoxycarbonyl-1,4-dihydro-2-methylquinoline. Molecules. 2001; 6(12):M243. https://doi.org/10.3390/M243

Chicago/Turabian Style

Diadié, Camara Hadietou, Attar Khalid, Boutayeb Mohammed, Benchidmi Mohamed, and Essassi El Mokhtar. 2001. "3-Ethoxycarbonyl-1,4-dihydro-2-methylquinoline" Molecules 6, no. 12: M243. https://doi.org/10.3390/M243

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