Acetic Acid → 2-(4'-Methoxyphenyl)-4-phenyl-3-oxobutyronitrile

HRID 36739

反応式

HRID 36739 の反応式
[C-:1]#[N:2].[K+].[CH3:4][O:5][C:6]1[CH:21]=[CH:20][C:9]([C:10](=O)[CH:11]=[CH:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:8][CH:7]=1.CC(O)=[O:24]>O.COCCO>[CH3:4][O:5][C:6]1[CH:21]=[CH:20][C:9]([CH:10]([C:11](=[O:24])[CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:1]#[N:2])=[CH:8][CH:7]=1

参加物

6

反応物 3

HCID 176Acetic AcidHCID 9032Potassium CyanideHCID 92853Ccris 2231

生成物 1

HCID 199376942-(4'-Methoxyphenyl)-4-phenyl-3-oxobutyronitrile収率 75.6%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 80192-Methoxyethanol溶媒

実験手順

Step B Add KCN (11.27 g, 0.173 mol) in water (25 mL) to a 100° C. solution of 4'-methoxychalcone (27.51 g 0.115 mol) and HOAc (7.5 mL, 0.128 mol) in 2-methoxyethanol (200 mL). The reaction is complete in <10 min. Cool the resulting solution to room temperature and pour into a mixture of ice and water (1 L). Extract the mixture with EtOAc. Combine the organic extracts, wash with water and brine, dry over Na2SO4, filter and concentrate in vacuo. Recrystallize the resulting solid from CH2Cl2 /MeOH to provide 23.07 g (75%) of 2-(4'-methoxyphenyl)-4-phenyl-3-oxobutyronitrile, mp 115°-116° C.

後処理

  1. waitThe reaction is complete in <10 min
  2. extractionExtract the mixture with EtOAc
  3. washwash with water and brine
  4. dry with materialdry over Na2SO4
  5. filtrationfilter
  6. concentrationconcentrate in vacuo
  7. customRecrystallize the resulting solid from CH2Cl2 /MeOH

出典と根拠

ORDレコード
ord-80cfb567e35140a99d228d1fb5cf0eaf
出典データセット
uspto-grants-1995_05
特許番号
US05416118

関連ノート

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