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1,3-Dibromopropane → (3-Bromo-propyl)-(2-chloro-3-trifluoromethyl-benzyl)diphenylethyl-amine

HRID 902760
ノート
印刷プレビュー

反応式

HRID 902760 の反応式
[Cl:1][C:2]1[C:23]([C:24]([F:27])([F:26])[F:25])=[CH:22][CH:21]=[CH:20][C:3]=1[CH2:4][NH:5][CH2:6][CH:7]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[Br:28][CH2:29][CH2:30][CH2:31]Br.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[Br:28][CH2:29][CH2:30][CH2:31][N:5]([CH2:4][C:3]1[CH:20]=[CH:21][CH:22]=[C:23]([C:24]([F:25])([F:26])[F:27])[C:2]=1[Cl:1])[CH2:6][CH:7]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 80011,3-DibromopropaneHCID 11430Potassium CarbonateHCID 58913799(2-Chloro-3-trifluoromethyl-benzyl)-diphenylethyl-amine

生成物 1

HCID 57757127(3-Bromo-propyl)-(2-chloro-3-trifluoromethyl-benzyl)diphenylethyl-amine収率 67%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A solution of compound (2-Chloro-3-trifluoromethyl-benzyl)-diphenylethyl-amine (2.5 g, 6.5 mmol) and 1,3-dibromo propane (3.2 ml, 32 mmol) in acetonitrile (300 ml) was treated with solid potassium carbonate (1.8 g, 13 mmol). The reaction was heated to reflux and stirred for 48 h. Upon cooling to room temperature, the reaction was filtered through a pad of celite, washed with EtOAc, and the filtrate was concentrated in vacuo. The crude product was purified by column chromatography (EtOAc:Hexane/20:80) to give the title compound as an oil (2.2 g, 67%). MS m/e 510.6 (M+H)+.

後処理

  1. temperatureThe reaction was heated
  2. temperatureto reflux
  3. filtrationthe reaction was filtered through a pad of celite
  4. washwashed with EtOAc
  5. concentrationthe filtrate was concentrated in vacuo
  6. customThe crude product was purified by column chromatography (EtOAc:Hexane/20:80)

出典と根拠

ORDレコード
ord-10f31a92ce9b4be793dc55e15a33a8de
出典データセット
uspto-grants-2008_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07365085B2

反応ノート

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