Reaktion #11241

ord-bee6cc81798b48a8bd4bd2aec5f1ffac

Reaktionsgleichung

COc1ccc2[nH]c(C=O)cc2c1
5-methoxy-1H-indole-2-carbaldehyde
C[CH2][Mg][Br]
ethylmagnesium bromide
CCC(=O)c1cc2cc(OC)ccc2[nH]1
( 822 )
Ausbeute 82.0%
CCC(=O)c1cc2cc(OC)ccc2[nH]1
1-(5-Methoxy-1H-indol-2-yl)-1-propanone
Ausbeute 82.0%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07094798B1uspto-grants-2006_08