Synthesis of [9, 10-dihydro-9-(4-methylaminobutyl)-9, 10-propanoanthracene] using Diels–Alder cycloaddition

Wilhelm, 1969, Synthese und Eigenschaften von 1-aminoalkyl-dibenzo [b, e] bicycle [2.2.2] octadienen, Helv. Chim. Acta, 52, 1385, 10.1002/hlca.19690520602 Hoffmann, 1992, Synthesis of 9,10-dihydro-9,10-propanoanthracen-12-ones substituted at the bridgehead, Chem. Ber., 125, 2803, 10.1002/cber.19921251228 Karama, 2010, Synthesis of 9,10-dihydro-9,10-propanoanthracene 9-yl)-N-methylethanamine via a [4+2] cycloaddition, Molecules, 15, 4201, 10.3390/molecules15064201 Karama, 2010, Synthesis of bishomobenzoctamine 9, 10-dihydro-9, 10-propanoanthracene 9-yl)-N-methylethanamine, J. Chem. Res., 241, 10.3184/030823410X12715108891565 Louis F. Fieser, Hans Heymann, 1942. Reaction of Grignard reagents with Acyloxyanthrnes. vol. 64, Contribution from the chemical laboratory of Harvard University, (pp. 376–382). Willner, 1979, vol. 39 Coudane, 1981, vol. 432 Phutdhawong, 2002, Synthesis and simple purification of 9,10-dihydro-9,10-ethanoanthracene-11-carboxylic acid methyl ester, ACGC Chem. Res. Commun., 15, 2 Atherton, 2003, Diels–Alder reactions of anthracene, 9-substituted anthracenes and 9,10-disubstituted anthracenes, Tetrahedron, 59, 9039, 10.1016/j.tet.2003.09.014 Dhaneshwar Singh, 2010, Diels-Alder reaction of 9-anthracenemethanol and dimethylacetylene-dicarboxy-late; potential route for the synthesis of regiospecific products of 9-substituted anthracene with unsymmetrical, Indian J. Chem., 49B, 77 Dhaneshwar Singh, 2010, High stereoselectivity in the Diels-Alder reaction of substituted anthracenes: reactions of 1-succinimidoanthracene and 1-phthalimidoanthracene with maleic anhydride, Indian J. Chem., 49B, 789 Asano, 2007, 9 Kishner, 1911, Wolff–Kishner reduction; Huang–Minlon modification, J. Russ. Phys. Chem. Soc., 43, 582 Kumpaty, 2003, Synthesis of N-methyl secondary amines, Synthetic Commun., 33, 1411, 10.1081/SCC-120018703