Cesium fluoride → HCID 53356882, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 6-chloro-8-fluoro-2,3,4,9-tetrahydro-1H-carbazol-1-one (0.15 g, 0.63 mmol) in anhydrous THF (12 mL), cooled to 0° C., CF3TMS (1 mL, 6.3 mmol) followed by CsF (0.28 g, 1.8 mmol) were added. The reaction mixture was stirred at 0° C. for 6 h, quenched with saturated NH4Cl (10 mL) and extracted with EtOAc (2×15 mL). The combined organic extracts were dried over Na2SO4 and concentrated under reduced pressure to obtain the crude material which was purified by column chromatography [EtOAc-hexanes (3:22) as eluant] to give the title compound (0.016 g, 8%). 1H NMR (200 MHz, CDCl3, δ in ppm) 8.35 (bs, 1H), 7.30 (s, 1H), 7.00 (d, J=4.2 Hz, 1H), 2.82-2.79 (m, 1H), 2.70-2.68 (m, 1H), 2.47 (s, 1H), 2.28-2.24 (m, 1H), 2.12-2.10 (m, 2H), 2.03-2.02 (m, 1H).

Provenance & Evidence