5-(Oct-1-ynyl)-1H-indole → 2,2,2-Trifluoro-1-(4-octylindolin-1-yl)ethanone

HRID 710484

Reaktionsgleichung

Reaktionsgleichung von HRID 710484
[F:1][C:2]([F:23])([F:22])[C:3]([N:5]1[C:13]2[C:8](=[C:9]([C:14]#[C:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH:10]=[CH:11][CH:12]=2)[CH2:7][CH2:6]1)=[O:4].C(C1C=C2C(=CC=1)NC=C2)#CCCCCCC>>[F:23][C:2]([F:1])([F:22])[C:3]([N:5]1[C:13]2[C:8](=[C:9]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH:10]=[CH:11][CH:12]=2)[CH2:7][CH2:6]1)=[O:4]

Komponenten

3

Edukt 2

HCID 667267515-(Oct-1-ynyl)-1H-indoleHCID 866618162,2,2-Trifluoro-1-(4-(oct-1-ynyl)indolin-1-yl)ethanone

Produkt 1

HCID 866618152,2,2-Trifluoro-1-(4-octylindolin-1-yl)ethanoneAusbeute 77 %

Versuchsvorschrift

When the product of Step B was substituted for 5-(oct-1-ynyl)-1H-indole in Example 3, Step B, the identical process afforded the title compound in 77% yield, as colourless oil. 1H-NMR (CDCl3) 0.86 (m, 3H); 1.28 (m, 10H); 1.57 (m, 2H); 2.54 (tr, 2H, J=8 Hz); 3.17 (tr, 2H, J=8.3 Hz); 4.27 (tr, 2H, J=8 Hz); 6.97 (d, 1H, J=7.6 Hz); 7.2 (tr, 1H, J=7.9 Hz); 8.04 (d, 1H, J=8.1 Hz).

Quellen und Nachweise

ORD-Eintrag
ord-0f794ef260a44a3084f45e4bfafe5218
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09181182B2

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