Aluminium lithium hydride → HCID 57748298、化合物

HRID 906060ノート

反応式

HRID 906060 の反応式
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([C:8]2[CH:16]=[CH:15][C:11]([C:12]([NH2:14])=O)=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([C:8]2[CH:9]=[CH:10][C:11]([CH2:12][NH2:14])=[CH:15][CH:16]=2)[CH2:4][CH2:3]1

参加物

4

反応物 2

HCID 21226445Aluminium lithium hydrideHCID 674037884-(1-Methylpiperidin-4-yl)benzamide

生成物 1

HCID 57748298HCID 57748298、化合物収率 73.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To an ice cold solution of 4-(1-methylpiperidin-4-yl)benzamide (190 mg, 0.87 mmol) in tetrahydrofuran (5 mL) was added 1.0M lithium aluminum hydride in tetrahydrofuran (1.79 mL, 1.79 mmol) and stirring continued overnight at room temperature. The reaction mixture was quenched by adding sodium sulfate decahydrate until gas evolution ceased. The suspension was filtered through Celite and the filter cake washed with a mixture of ethyl acetate and chloroform (2:1, 50 mL). The filtrate was concentrated to give 4-(1-methylpiperidin-4-yl)benzylamine (130 mg, 71%) as an oil. 1H NMR (400 MHz, CDCl3): 7.23 (dd, 4H), 3.86 (s, 3H), 2.98 (m, 2H), 2.49 (m, 1H), 2.11 (m, 2H), 1.83 (m, 4H).

後処理

  1. customThe reaction mixture was quenched
  2. additionby adding sodium sulfate decahydrate until gas evolution
  3. filtrationThe suspension was filtered through Celite
  4. washthe filter cake washed with a mixture of ethyl acetate and chloroform (2:1, 50 mL)
  5. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-57b5c9593d1646fb824971cc27b5b5a4
出典データセット
uspto-grants-2011_09
特許番号
US08012956B2

反応ノート

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