Cycloheptylamine → N-Cycloheptyl-[(2-phenanthrenyl)methyl]amine

HRID 37640

反応式

HRID 37640 の反応式
[CH3:1][C:2]1[CH:15]=[CH:14][C:13]2[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[CH:6]=[CH:5][C:4]=2[CH:3]=1.BrN1C(=O)CCC1=O.[CH:24]1([NH2:31])[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH:24]1([NH:31][CH2:1][C:2]2[CH:15]=[CH:14][C:13]3[C:12]4[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=4)[CH:6]=[CH:5][C:4]=3[CH:3]=2)[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1

参加物

6

反応物 4

HCID 2899CycloheptylamineHCID 11430Potassium CarbonateHCID 173212-MethylphenanthreneHCID 67184N-bromobutanimide

生成物 1

HCID 15284290N-Cycloheptyl-[(2-phenanthrenyl)methyl]amine収率 66.9%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

2-Methylphenanthrene (2.00 g, 10.4 mmol) was brominated with N-bromosuccinimide (2.05 g, 11.5 mmol) and the product compound was added gradually to a suspension of cycloheptylamine (2.38 g, 21.0 mmol) and potassium carbonate (2.90 μg, 21.0 mmol) in dimethylformamide (20 ml) with ice-cooling. The mixture was then stirred at room temperature for 16 hrs and, then, filtered and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give 2.11 g of a viscous liquid. 1H-NMR (δ ppm, in deuteriochloroform) 2.83 (2H, m), 4.02 (2H, s), 8.68 (2H, m)

後処理

  1. temperaturecooling
  2. filtrationfiltered
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-b2325b9e98944fdc89b7e22fd4005c14
出典データセット
uspto-grants-1995_05
特許番号
US05420348

関連ノート

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