5-Methoxy-1H-indole-2-carbaldehyde → 1-(5-Methoxy-1H-indol-2-yl)-1-propanone

Participants

Reaction Steps

Reaction of 5-methoxy-1H-indole-2-carbaldehyde with ethylmagnesium bromide using the procedure described in example 404 gave (822) (82%), mp 170–171.5° C. 1H NMR δ [(CD3)2SO] 11.56 (s, 1H), 7.34 (d, J=9.1 Hz, 1H), 7.22 (d, J=1.7 Hz, 1H), 7.11 (d, J=2.4 Hz, 1H), 6.93 (d, J=9.1, 2.4 Hz, 1H), 3.77 (s, 3H), 2.96 (q, J=7.3 Hz, 2H), 1.13 (t, J=7.3 Hz, 3H). Found: C, 71.15; H, 6.45; N, 7.07. C12H13NO2 requires: C, 70.92; H, 6.45; N, 6.89.

Provenance & Evidence