Lithium Bromide → HCID 52947094, compound

Participants

Reaction Conditions

Reaction Steps

2-Bromo-5,6-dichloro-2,3,4,9-tetrahydro-1H-carbazol-1-one (0.1 g, 0.33 mmol) was dissolved in anhydrous DMF (4 mL) and LiBr (0.031 g, 0.35 mmol) followed by Li2CO3 (26 mg, 0.35 mmol) were added. The reaction mixture was heated to 150° C. for 30 min, then cooled to room temperature, poured into ice water and extracted with EtOAc (3×20 mL). The combined organic extracts were concentrated in vacuo to obtain the crude compound which was purified by column chromatography [EtOAc-hexane (1:9) as eluant] to give the title compound as an ash solid (0.04 g, 40%). 1H NMR (500 MHz, CDCl3, δ in ppm) 8.38 (bs, 1H), 8.20 (d, J=9.0 Hz, 1H), 7.48 (d, J=8.5 Hz, 1H), 7.33 (d, J=9.0 Hz, 1H), 7.16 (m, 1H), 6.91 (d, J=8.0 Hz, 1H), 5.10 (bs, 1H).

Provenance & Evidence