Water → (E)-3-(1-benzylpiperidin-4-yl)-2-propenenitrile

HRID 54552

反応式

HRID 54552 の反応式
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([CH:14]=O)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:16]([CH2:18]P(=O)(OCC)OCC)#[N:17].[H-].[Na+].O>O1CCCC1>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11](/[CH:14]=[CH:18]/[C:16]#[N:17])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 75676Diethyl (cyanomethyl)phosphonateHCID 895841-Benzylpiperidine-4-carbaldehyde

生成物 1

HCID 19959219(E)-3-(1-benzylpiperidin-4-yl)-2-propenenitrile収率 109.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of 1-benzyl-4-formylpiperidine (4.5 g) in tetrahydrofuran (20 ml) was added dropwise to a suspension of diethyl cyanomethylphosphonate (4.31 g) and sodium hydride (0.97 g, 60% suspension in oil) in tetrahydrofuran (30 ml) at 0° C. under stirring. After stirring for 1 hour at ambient temperature, the mixture was poured into water and extracted with ethyl acetate. The extract was washed with water and brine and dried over magnesium sulfate, and evaporated in vacuo to give (E)-3-(1-benzylpiperidin-4-yl)-2-propenenitrile (5.5 g) as an oil.

後処理

  1. stirringAfter stirring for 1 hour at ambient temperature
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated in vacuo

出典と根拠

ORDレコード
ord-24d05c94f6b3425fbf94f5419890062f
出典データセット
uspto-grants-1997_04
特許番号
US05622976

関連ノート

読み込み中…