Potassium Carbonate → 3-[[4-(4-Nitrophenyl)-1-piperazinyl]methyl]benzonitrile

HRID 1267111ノート

反応式

HRID 1267111 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].C(=O)([O-])[O-].[K+].[K+].[C:22]([C:24]1[CH:25]=[C:26]([CH:29]=[CH:30][CH:31]=1)[CH2:27]Br)#[N:23]>CC(C)=O>[C:22]([C:24]1[CH:25]=[C:26]([CH:29]=[CH:30][CH:31]=1)[CH2:27][N:13]1[CH2:14][CH2:15][N:10]([C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=2)[CH2:11][CH2:12]1)#[N:23]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 804471-(4-Nitrophenyl)piperazineHCID 97249Benzonitrile, 3-(bromomethyl)-

生成物 1

HCID 85908193-[[4-(4-Nitrophenyl)-1-piperazinyl]methyl]benzonitrile収率 93.1%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a stirred solution of 1-(4-nitro-phenyl)-piperazine (35.9 g) and potassium carbonate (71.6 g) in acetone (500 mL) was added dropwise 3-cyano-benzyl bromide (34 g) at room temperature and the mixture was heated under reflux. After 4 hours, the salts were removed by filtration, washed with acetone and the filtrate was evaporated to dryness. The residue was taken in CH2Cl2 and the solution was washed with water, dried over Na2SO4, filtered and evaporated. The oily residue was crystallized from AcOEt/diisopropyl ether to give the title compound (52 g) as orange crystals.

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux
  3. customthe salts were removed by filtration
  4. washwashed with acetone
  5. customthe filtrate was evaporated to dryness
  6. washthe solution was washed with water
  7. dry with materialdried over Na2SO4
  8. filtrationfiltered
  9. customevaporated
  10. customThe oily residue was crystallized from AcOEt/diisopropyl ether

出典と根拠

ORDレコード
ord-7cbe2cb15dab447b942279f1643533ba
出典データセット
uspto-grants-2003_04
特許番号
US06552022B1

反応ノート

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