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

HRID 1583288노트

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HRID 1583288 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

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온도
30 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6f6eb74cac7b4f0ab04eeacc4420f873
출처 데이터셋
uspto-grants-1985_11
특허 번호
US04551455

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