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

HRID 17035

反応式

HRID 17035 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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, 1H), 6.91 (dt, J=8.5, 3.3 Hz, 1H), 3.98 (s, 2H), 3.90 (s, 2H).

後処理

  1. customThe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-516eede3611145079004275bdd66cbaf
出典データセット
uspto-grants-2010_06
特許番号
US07737295B2

関連ノート

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