Sodium Cyanide → 2-(1-benzyl-5-phenyl-1H-pyrazol-3-yl)acetonitrile

HRID 1397459ノート

反応式

HRID 1397459 の反応式
[CH2:1]([N:8]1[C:12]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:11][C:10]([CH2:19]Br)=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C-:21]#[N:22].[Na+].[OH-].[NH4+]>CN(C=O)C.O>[CH2:1]([N:8]1[C:12]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:11][C:10]([CH2:19][C:21]#[N:22])=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 3

HCID 8929Sodium Cyanide2 回HCID 14923Ammonium HydroxideHCID 673248621-benzyl-3-(bromomethyl)-5-phenyl-1H-pyrazole

生成物 1

HCID 673243062-(1-benzyl-5-phenyl-1H-pyrazol-3-yl)acetonitrile収率 80%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

1-Benzyl-3-(bromomethyl)-5-phenyl-1H-pyrazole (200 mg, 0.6 mmol) and sodium cyanide (30 mg, 0.6 mmol) were stirred in DMF (6 mL). After several h, more sodium cyanide (60 mg, 1.2 mmol) was added to the reaction. A 25% ammonium hydroxide solution in water was added to the reaction and the reaction mixture was extracted with ethyl acetate. The combined extracts were dried over sodium sulfate and concentrated under reduced pressure to yield 2-(1-benzyl-5-phenyl-1H-pyrazol-3-yl)acetonitrile (130 mg, yield 80%) MS (ESI) m/z: Calculated for C18H15N3: 273.13. found: 274.1 (M+H)+.

後処理

  1. extractionthe reaction mixture was extracted with ethyl acetate
  2. dry with materialThe combined extracts were dried over sodium sulfate
  3. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-4d9fa84232a34dd78e227eb13fca303a
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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