4-(Trifluoromethyl)benzylamine → N-{[4-(dodecyloxy)-1-naphthyl]methyl}-N-[4-(trifluoromethyl)-benzyl]amine

HRID 735920

Reaktionsgleichung

Reaktionsgleichung von HRID 735920
[CH2:1]([O:13][C:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:17]([CH:24]=O)=[CH:16][CH:15]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[F:26][C:27]([F:37])([F:36])[C:28]1[CH:35]=[CH:34][C:31]([CH2:32][NH2:33])=[CH:30][CH:29]=1>>[CH2:1]([O:13][C:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:17]([CH2:24][NH:33][CH2:32][C:31]2[CH:30]=[CH:29][C:28]([C:27]([F:26])([F:36])[F:37])=[CH:35][CH:34]=2)=[CH:16][CH:15]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Komponenten

3

Edukt 2

HCID 768044-(Trifluoromethyl)benzylamineHCID 858412014-(Dodecyloxy)-1-naphthaldehyde

Produkt 1

HCID 67186919N-{[4-(dodecyloxy)-1-naphthyl]methyl}-N-[4-(trifluoromethyl)-benzyl]amineAusbeute 66 %

Versuchsvorschrift

The same procedure as employed in the preparation of Example 226 (step a) but using 4-(dodecyloxy)-1-naphthaldehyde and 4-(trifluoromethyl)benzylamine gave the title compound as a colorless oil (66%). 1H NMR (CDCl3, 300 MHz) δ 8.20 (d, J=7.9 Hz, 1H), 7.91 (d, J=7.9 Hz, 1H), 7.76-7.41 (m, 6H), 7.32 (d, J=7.5 Hz, 1H), 6.72 (d, J=7.5 Hz, 1H), 4.19-4.11 (m, 4H), 3.63 (s, 2H), 1.96-1.84 (m, 2H), 1.63-1.47 (m, 2H), 1.45-1.20 (m, 16H), 0.87 (t, J=6.8 Hz, 3H). HPLC (Condition A), Rt: 5.41 min (HPLC purity: 100%).

Aufarbeitung

  1. customThe same procedure as employed in the preparation of Example 226 (step a) but

Quellen und Nachweise

ORD-Eintrag
ord-13cd9cde243040d79314288bc01a04e1
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07592477B2

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