Methanol → HCID 15337216, compound

Participants

Reaction Steps

To a solution of 7-chloro-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylic acid (8 g) in MeOH (100 mL) was added thionyl chloride (6.2 mL) at 0° C. The mixture was refluxed for 13 h, while thionyl chloride (10 mL×4) was added during the reflux. The resulting mixture was concentrated and the residue was purified by silica gel column chromatography with 15:1~1:1 hexane/ethyl acetate to give 2.47 g of the title compound (37%): 1H NMR (CDCl3) δ8.52 (bs, 1H), 7.15 (d, 1H, J=1.5 Hz), 6.84 (d, 1H, J=1.5 Hz), 3.93 (s, 3H), 3.07 (t, 2H, J=6.3 Hz), 2.90 (t, 2 H, J=6.3 Hz), 2.07 (5et, 2H, J=6.3 Hz).

Provenance & Evidence