Sodium Hydroxide → (1-benzyl-5-phenyl-1H-pyrazol-3-yl)methanol

HRID 1397457ノート

反応式

HRID 1397457 の反応式
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH2:7]([N:14]1[C:18]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:17][C:16]([C:25](OCC)=[O:26])=[N:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[OH-].[Na+].S([O-])([O-])(=O)=O.[Na+].[Na+]>C1COCC1.O>[CH2:7]([N:14]1[C:18]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)=[CH:17][C:16]([CH2:25][OH:26])=[N:15]1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

参加物

7

反応物 4

HCID 14798Sodium HydroxideHCID 24436Sodium SulfateHCID 21226445Aluminium lithium hydrideHCID 67325415HCID 67325415、化合物

生成物 1

HCID 67324379(1-benzyl-5-phenyl-1H-pyrazol-3-yl)methanol

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

At 0° C., LAH (1.8 mL, 3.7 mmol, 2M in THF) was added to ethyl 1-benzyl-5-phenyl-1H-pyrazole-3-carboxylate (560 mg, 1.8 mmol) in THF (18 mL). The reaction was stirred for 10 min and then warmed to room temperature for 1 h. Minimal water was slowly added to the reaction followed by 1 mL of 5 M sodium hydroxide. The reaction was stirred for 30 min, sodium sulfate was added, and the solids were removed by filtration. The filtrate was concentrated under reduced pressure to yield crude (1-benzyl-5-phenyl-1H-pyrazol-3-yl)methanol, which was carried through without further purification. MS (ESI) m/z: Calculated for C17H16N2O: 264.13. found: 265.1 (M+H)+.

後処理

  1. stirringThe reaction was stirred for 30 min
  2. customthe solids were removed by filtration
  3. concentrationThe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-5563138d49d7435f8e491e7390ad0119
出典データセット
uspto-grants-2014_12
特許番号
US08901156B2

反応ノート

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