4-((Morpholin-4-yl)methyl)benzonitrile → [4-(Morpholin-4-ylmethyl)phenyl]methanamine

HRID 1181440

反応式

HRID 1181440 の反応式
[N:1]1([CH2:7][C:8]2[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[N:1]1([CH2:7][C:8]2[CH:15]=[CH:14][C:11]([CH2:12][NH2:13])=[CH:10][CH:9]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

参加物

4

反応物 2

HCID 2168644-((Morpholin-4-yl)methyl)benzonitrileHCID 21226445Aluminium lithium hydride2 回

生成物 1

HCID 2795501[4-(Morpholin-4-ylmethyl)phenyl]methanamine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

To a suspension of 4-(morpholin-4-ylmethyl)benzonitrile (Description 122, 0.5 g, 2.5 mmol) in THF (7 mL) at 0° C. was added dropwise a solution of LiAlH4 (1.0 M in THF, 2.5 ml, 2.5 mmol). The reaction was stirred at 0° C. for 1 h. Additional LiAlH4 (1.0 M in THF, 1.0 ml, 1.0 mmol) was added and the reaction stirred for an additional 30 min. The reaction was quenched by the addition of water (0.13 mL) followed by 15% NaOH solution (0.13 ml) and stirred vigorously for 1 h. The reaction was filtered through celite, evaporated and azeotroped twice with toluene. The amine was used crude.

後処理

  1. stirringthe reaction stirred for an additional 30 min
  2. customThe reaction was quenched by the addition of water (0.13 mL)
  3. stirringstirred vigorously for 1 h
  4. filtrationThe reaction was filtered through celite
  5. customevaporated
  6. customazeotroped twice with toluene

出典と根拠

ORDレコード
ord-8a0957426ebb42bcad5ce42afc2acd71
出典データセット
uspto-grants-2007_10
特許番号
US07285563B2

関連ノート

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