5-(Oct-1-ynyl)-2-tritylisoindoline → 2,2,2-Trifluoro-1-(6-octyl-3,4-dihydroisoquinolin-2(1H)-yl)ethanone

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Reaction Steps

When the product of Step C is substituted for 5-(oct-1-ynyl)-2-tritylisoindoline in Example 2, Step E, the identical process afforded the title compound in 75% yield after purification of the crude product by FCC (SiO2; EtOAc/hexane, 3:7)., as a colourless foam. 1H-NMR (CDCl3) 0.86 (tr, 3H, J=6.9 Hz); 1.28 (m, 10H); 1.56 (m, 2H); 2.55 (tr, 2H, J=6.9 Hz); 2.87-2.93 (m, 2H); 3.79-3.88 (m, 2H); 4.6-4.8 (m, 2H); 6.8-7.16 (m, 3H).

Provenance & Evidence