Benzonitrile, p-imidazol-1-yl- → 4-(Imidazol-1-yl)benzylamine

HRID 1186894ノート

反応式

HRID 1186894 の反応式
[N:1]1([C:6]2[CH:13]=[CH:12][C:9]([C:10]#[N:11])=[CH:8][CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.[H-].[H-].[H-].[H-].[Li+].[Al+3].C1COCC1>C1COCC1>[N:1]1([C:6]2[CH:7]=[CH:8][C:9]([CH2:10][NH2:11])=[CH:12][CH:13]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

参加物

4

反応物 2

HCID 135744Benzonitrile, p-imidazol-1-yl-HCID 68718528lithium aluminium hydride THF

生成物 1

HCID 147398884-(Imidazol-1-yl)benzylamine収率 80%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

4-(1-imidazolyl)-benzonitrile (1 g, 5.92 mmol) was dissolved in anhydrous THF (10 mL) and added drop-wise to a stirring solution of LAH-THF (1M in THF, 18 mL) at room temperature. The reaction mixture was refluxed under Ar for 2 h and the progress was monitored by TLC. The mixture was cooled to 0° C. and quenched by drop-wise addition of a saturated Na2SO4—H2O solution. The mixture was stirred for 1 h and filtered to remove lithium salts. The filtrate was dried over anhydrous MgSO4 and concentrated to obtain 4-(1-imidazolyl)-benzylamine (0.8 g, 80%). LCMS: MH+=174.

後処理

  1. temperatureThe reaction mixture was refluxed under Ar for 2 h
  2. customquenched by drop-wise addition of a saturated Na2SO4—H2O solution
  3. filtrationfiltered
  4. customto remove lithium salts
  5. dry with materialThe filtrate was dried over anhydrous MgSO4
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-45e8953ef0a1492c974d7a2794e63899
出典データセット
uspto-grants-2014_03
特許番号
US08673924B2

反応ノート

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