4-(4-Chlorophenyl)butanamide → 4-(4-Chlorophenyl)butan-1-amine

HRID 510627ノート

反応式

HRID 510627 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][C:17]([NH2:19])=O)=[CH:10][CH:9]=1>C(OCC)C.O1CCCC1>[Cl:7][C:8]1[CH:9]=[CH:10][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][NH2:19])=[CH:12][CH:13]=1

参加物

5

反応物 2

HCID 110743574-(4-Chlorophenyl)butanamideHCID 21226445Aluminium lithium hydride

生成物 1

HCID 107738224-(4-Chlorophenyl)butan-1-amine収率 61%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirred suspension of lithium aluminum hydride (1.84 g, 48.6 mmol) in diethyl ether (50 mL) at ambient temperature was added a solution of 4-(4-chlorophenyl)butanamide in tetrahydrofuran (25 mL), dropwise over 8 minutes. Stirring was continued at ambient temperature for a further 4 hours. The reaction mixture was carefully quenched by sequential slow addition of water (2 mL), 10M sodium hydroxide (0.75 mL), and water (7 mL). After stirring the mixture for 20 minutes, it was extracted with diethyl ether (50 mL). The organic layer was dried over sodium sulfate and concentrated to afford 4-(4-chlorophenyl)butan-1-amine as a light yellow oil (1.36 g, 61%).

後処理

  1. waitwas continued at ambient temperature for a further 4 hours
  2. customThe reaction mixture was carefully quenched by sequential slow addition of water (2 mL), 10M sodium hydroxide (0.75 mL), and water (7 mL)
  3. stirringAfter stirring the mixture for 20 minutes
  4. extractionit was extracted with diethyl ether (50 mL)
  5. dry with materialThe organic layer was dried over sodium sulfate
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-c58cc3f3fba747f983ac889d096599ce
出典データセット
uspto-grants-2015_08
特許番号
US09096567B2

反応ノート

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