Dimethylformamide → 4-[4-(2-Methyl-1-imidazolyl)phenyl]-3-methyl-4-oxobutyronitrile

HRID 1583288ノート

反応式

HRID 1583288 の反応式
[CH3:1][C:2]1[N:3]([C:7]2[CH:14]=[CH:13][C:10]([CH:11]=[O:12])=[CH:9][CH:8]=2)[CH:4]=[CH:5][N:6]=1.CN(C)C=O.[C-]#N.[Na+].[C:23](#[N:27])[CH:24]=[CH:25][CH3:26]>O>[CH3:1][C:2]1[N:3]([C:7]2[CH:14]=[CH:13][C:10]([C:11](=[O:12])[CH:25]([CH3:26])[CH2:24][C:23]#[N:27])=[CH:9][CH:8]=2)[CH:4]=[CH:5][N:6]=1

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 8929Sodium CyanideHCID 209132-ButenenitrileHCID 31596624-(2-Methyl-1H-imidazol-1-yl)benzaldehyde

生成物 1

HCID 132338764-[4-(2-Methyl-1-imidazolyl)phenyl]-3-methyl-4-oxobutyronitrile

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
30 °C

実験手順

To a mixture of 33.6 g of 4-(2-methyl-1-imidazolyl)benzaldehyde and 400 ml of dimethylformamide under a nitrogen atmosphere was added 0.78 g of sodium cyanide and then with stirring at 30° C. 10.7 g of 2-butenenitrile was added dropwise. The reaction mixture was stirred at 25° C. under nitrogen for another 16 hours. Following the addition of one liter of water the mixture was extracted with chloroform, and the chloroform phase was washed with water, dried over sodium sulfate, and concentrated. The residue was purified by column chromatography (silica gel/chloroform) and then reprecipitated with chloroform/hexane.

後処理

  1. stirringThe reaction mixture was stirred at 25° C. under nitrogen for another 16 hours
  2. extractionwas extracted with chloroform
  3. washthe chloroform phase was washed with water
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated
  6. customThe residue was purified by column chromatography (silica gel/chloroform)
  7. customreprecipitated with chloroform/hexane

出典と根拠

ORDレコード
ord-6f6eb74cac7b4f0ab04eeacc4420f873
出典データセット
uspto-grants-1985_11
特許番号
US04551455

反応ノート

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