Triethylamine → [3,5-Bis(trifluoromethyl)benzyl](2-bromo-5-fluorobenzyl)amine

HRID 217480

Reaktionsgleichung

Reaktionsgleichung von HRID 217480
[Br:1][C:2]1[CH:9]=[CH:8][C:7]([F:10])=[CH:6][C:3]=1[CH2:4]Br.[F:11][C:12]([F:26])([F:25])[C:13]1[CH:14]=[C:15]([CH:18]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:20]=1)[CH2:16][NH2:17].C(N(CC)CC)C>C(Cl)Cl>[F:11][C:12]([F:25])([F:26])[C:13]1[CH:14]=[C:15]([CH:18]=[C:19]([C:21]([F:24])([F:22])[F:23])[CH:20]=1)[CH2:16][NH:17][CH2:4][C:3]1[CH:6]=[C:7]([F:10])[CH:8]=[CH:9][C:2]=1[Br:1]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 5179721-Bromo-2-(bromomethyl)-4-fluorobenzeneHCID 5210993,5-Bis(trifluoromethyl)benzylamine

Produkt 1

HCID 86615390[3,5-Bis(trifluoromethyl)benzyl](2-bromo-5-fluorobenzyl)amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 2-bromo-5-fluoro benzyl bromide (0.5 g, 1.86 mmol) and 3,5-bis(trifluoromethyl)benzylamine (0.45 g, 1.86 mmol) in methylene chloride (10 ml) at 0° C., triethyl amine (0.39 ml, 2.80 mmol) was added. The solution was slowly warmed to room temperature and stirred for 18 h. The solvent was removed under reduced pressure. The title compound was obtained by flash column chromatography using EtOAc/hexane (2:8) as the eluant. 1H NMR (CDCl3, 500 MHz) δ 7.88 (s, 2H), 7.80 (s, 1H), 7.53 (dd, J=8.8, 5.3 Hz, 1H), 7.18 (dd, J=9, 3.3 Hz, 111), 6.91 (dt, J=8.5, 3.3 Hz, 1H), 3.98 (s, 2H), 3.90 (s, 2H).

Aufarbeitung

  1. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-33b737d085ec4e4faf39ea0ced13adea
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08193365B2

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