5-Benzyloxyindole → HCID 12229248, compound

Participants

Reaction Steps

To a solution of potassium hydroxide (22 g, 392 mmol) in methanol (160 mL) was added 5-benzyloxyindole (24.7 g, 111 mmol) followed by 1-methyl-4-piperidone (17.7 mL, 144 mmol) and methanol (80 mL). The reaction mixture was stirred at reflux for 18 h, cooled to ambient temperature and filtered. The precipitate was washed with methanol and dried under vacuum to give 31.7 g (90%) of the title compound: mp=197-199° C. dec; MS(m/e): 318 (M+). Calculated for C21H22N2O: C, 79.21; H, 6.96; N, 8.80. Found: C, 79.24; H, 6.99; N, 8.85.

Provenance & Evidence