Sodium Hydroxide → HCID 69309518, compound

Participants

Reaction Steps

A solution (1 mol dm−3) of sodium hydroxide (21 ml, 21 mmol) was added over 10 minutes to a stirred solution of 3-ethoxycarbonyl-9-isopropyl-9H-pyrido[3,4-b]indole (Method 1; 2.9 g, 10.3 mmol) in a MeOH/water mix (100 ml 2:1 v/v), and the mixture was allowed to stir for 20 hours at room temperature. MeOH was removed in vacuo and the mixture acidified by the addition of HCl (1 mol dm−3). The precipitate was filtered, washed with water and dried under vacuum at 65° C. for 2 hours to give a light yellow solid (2.15 g). NMR (300 MHz) 9.19 (s, 1H), 8.91 (s, 1H), 8.41 (d, 1H), 7.85 (d, 1H), 7.62 (t, 1H), 7.31 (t, 1H), 5.26 (m, 1H), 1.66 (d 6H); m/z 255.

Provenance & Evidence