Sodium Sulfate → 2-(4-Benzyloxy-phenyl)-ethylamine

HRID 850453

反応式

HRID 850453 の反応式
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH2:7]([O:14][C:15]1[CH:20]=[CH:19][C:18]([CH2:21][C:22]#[N:23])=[CH:17][CH:16]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.S([O-])([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[CH2:7]([O:14][C:15]1[CH:16]=[CH:17][C:18]([CH2:21][CH2:22][NH2:23])=[CH:19][CH:20]=1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

参加物

5

反応物 3

HCID 24436Sodium SulfateHCID 5228044-BenzyloxyphenylacetonitrileHCID 21226445Aluminium lithium hydride

生成物 1

HCID 2009572-(4-Benzyloxy-phenyl)-ethylamine収率 17.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

LAH (2.82 g, 0.15 mol, 1.5 eq) was dissolved in THF (50 ml), and to this solution was added dropwise a THF solution (50 ml) of 4-benzyloxyphenyl-acetonitrile (11.1 g, 0.05 mol, 1.0 eq) under ice-cooling. After the completion of the dropwise addition, the mixture was refluxed under heating for 1.5 hours. The reaction mixture was cooled to room temperature, and a saturated aqueous sodium sulfate solution (about 40 ml) was added under ice-cooling. After filtration through Celite, the filtrate was concentrated under reduced pressure. The obtained residue was purified by column chromatography (chloroform/methanol=10/1) to give 2-(4-benzyloxyphenyl)ethylamine (2.02 g, 17.9%) as colorless needles.

後処理

  1. temperaturecooling
  2. additionAfter the completion of the dropwise addition
  3. temperaturethe mixture was refluxed
  4. temperatureunder heating for 1.5 hours
  5. temperaturecooling
  6. filtrationAfter filtration through Celite
  7. concentrationthe filtrate was concentrated under reduced pressure
  8. customThe obtained residue was purified by column chromatography (chloroform/methanol=10/1)

出典と根拠

ORDレコード
ord-c3d6b82f3fc54961b9ea1904b810bbd8
出典データセット
uspto-grants-2000_01
特許番号
US06017919

関連ノート

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