Sodium Sulfate → 2-(3-(Benzyloxy)phenyl)ethanamine

HRID 850455

反応式

HRID 850455 の反応式
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH2:7]([O:14][C:15]1[CH:16]=[C:17]([CH2:21][C:22]#[N:23])[CH:18]=[CH:19][CH:20]=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]=[C:17]([CH2:21][CH2:22][NH2:23])[CH:18]=[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 5198313-BenzyloxyphenylacetonitrileHCID 21226445Aluminium lithium hydride

生成物 1

HCID 2074152-(3-(Benzyloxy)phenyl)ethanamine収率 35.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

LAH (0.615 g, 0.0162 mol, 3.0 eq) was dissolved in THF (20 ml), and to this solution was added dropwise a THF solution (20 ml) of (3-benzyloxyphenyl)-acetonitrile (1.2 g, 0.0054 mol, 1.0 eq) under ice-cooling. After the completion of the dropwise addition, the mixture was refluxed under heating for 3 hours. The reaction mixture was cooled to room temperature, and a saturated aqueous sodium sulfate solution (about 3040 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-(3-benzyloxyphenyl)ethylamine (0.434 g, 35.3%) as a pale-yellow amorphous.

後処理

  1. temperaturecooling
  2. additionAfter the completion of the dropwise addition
  3. temperaturethe mixture was refluxed
  4. temperatureunder heating for 3 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-60ad040e3e6f47b5a72a7b3ff2571a68
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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