7-Fluoro-2,3,4,9-tetrahydro-1H-beta-carboline → 7-fluoro-9H-beta-carboline

Beteiligte Stoffe

Reaktionsschritte

7-fluoro-2,3,4,9-tetrahydro-1H-β-carboline (3.5 g, 18.42 mmol) was suspended in xylenes (60 ml) in a 250 ml round-bottom flask equipped with a condenser that was open to the atmosphere, and heated. To this hot reaction mixture was added Pd/C (10 wt %, 0.2 eq, 700 mg) and the mixture refluxed in xylenes overnight (12-14 hours). The solution was then filtered through a pad of celite and the collected filtrate was then evaporated on a rotary evaporator to give the desired product as a brown/tan solid (3.0 g, 88% yield). 1H-NMR (300 MHz, DMSO-d6): δ 7.10 (m, 1H), 7.37 (dd, 1H), 8.10 (d, 1H), 8.28 (dd, 1H), 8.35 (dd, 1H), 8.89 (s, 1H), 11.74 (s, 1H). Retention Time (LC, method: ammonium acetate standard): 1.88 min. MS (M+H+): 187.1.

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