1-[1-(4-Bromophenyl)-butyl]-imidazole → 4-[1-(1-Imidazolyl)-butyl]-benzonitrile

HRID 727845ノート

反応式

HRID 727845 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5]([CH:8]([N:12]2[CH:16]=[CH:15][N:14]=[CH:13]2)[CH2:9][CH2:10][CH3:11])=[CH:4][CH:3]=1.[Cu][C:18]#[N:19]>CN1CCCC1>[N:12]1([CH:8]([C:5]2[CH:6]=[CH:7][C:2]([C:18]#[N:19])=[CH:3][CH:4]=2)[CH2:9][CH2:10][CH3:11])[CH:16]=[CH:15][N:14]=[CH:13]1

参加物

4

反応物 2

HCID 145143611-[1-(4-Bromophenyl)-butyl]-imidazoleHCID 178418546HCID 178418546、化合物

生成物 1

HCID 145143624-[1-(1-Imidazolyl)-butyl]-benzonitrile収率 68.4%

試薬・触媒・溶媒 1

HCID 84541-Methylpyrrolidine溶媒

実験手順

2.79 g of 1-[1-(4-bromophenyl)-butyl]-imidazole and 1.8 g of copper(I) cyanide are heated in 5 ml of N-methylpyrrolidine for 4 hours at 180° C. under a protecting gas atmosphere (argon). After cooling, it is precipitated in 50 ml of ammonia solution, stirred for 15 more minutes at room temperature and extracted with ethyl acetate. After concentration by evaporation in a vacuum 1.95 g of dark oil is obtained. This oil is distilled on a bulb tube in a vacuum; boiling point 200°-215° C./0.05 mbar. The resulting distillate is recrystallized from ethanol/petroleum ether. 1.54 g of 4-[1-(1-imidazolyl)-butyl]-benzonitrile with a melting point of 63°-71° C. is obtained.

後処理

  1. temperatureAfter cooling
  2. customit is precipitated in 50 ml of ammonia solution
  3. extractionextracted with ethyl acetate
  4. concentrationAfter concentration
  5. customby evaporation in a vacuum 1.95 g of dark oil
  6. customis obtained
  7. distillationThis oil is distilled on a bulb tube in a vacuum
  8. customThe resulting distillate is recrystallized from ethanol/petroleum ether

出典と根拠

ORDレコード
ord-39a1a68327464ac18d2e006432f27dd7
出典データセット
uspto-grants-1991_09
特許番号
US05045558

反応ノート

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