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Diisobutylaluminum hydride → 2-methyl-2-(3-phenyl-1H-1,2,4-triazol-5-yl)propan-1-amine

HRID 1397324
ノート
印刷プレビュー

反応式

HRID 1397324 の反応式
CC(C[AlH]CC(C)C)C.[CH3:10][C:11]([C:15]1[NH:19][N:18]=[C:17]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[N:16]=1)([CH3:14])[C:12]#[N:13]>C1COCC1>[CH3:14][C:11]([C:15]1[NH:19][N:18]=[C:17]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[N:16]=1)([CH3:10])[CH2:12][NH2:13]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14487Diisobutylaluminum hydrideHCID 67324319HCID 67324319、化合物

生成物 1

HCID 673242222-methyl-2-(3-phenyl-1H-1,2,4-triazol-5-yl)propan-1-amine収率 87.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

DIBAL-H (0.75 mL, 0.75 mmol, 1M in THF) was added to a solution of 2-methyl-2-(3-phenyl-1H-1,2,4-triazol-5-yl)propanenitrile (80 mg, 0.37 mmol) in dry THF (5 mL) at 0° C. The reaction mixture was allowed to warm up to room temperature and further stirred for 2 h. The reaction mixture was then quenched carefully with water and diluted with EtOAc. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford 2-methyl-2-(3-phenyl-1H-1,2,4-triazol-5-yl)propan-1-amine (70 mg, crude), which was carried through without further purification. MS (ESI) m/z: Calculated for C12H16N4: 216.14. found: 217.2 (M+H)+.

後処理

  1. customThe reaction mixture was then quenched carefully with water
  2. additiondiluted with EtOAc
  3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-2eadf20b570648d984c1cf59c6d2d049
出典データセット
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08901156B2

反応ノート

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