1-(4-nitrophenethyl)-1H-imidazole → 4-[2-(1H-imidazol-1-yl)ethyl]aniline

HRID 1789478ノート

反応式

HRID 1789478 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][N:12]2[CH:16]=[CH:15][N:14]=[CH:13]2)=[CH:6][CH:5]=1)([O-])=O>C(O)C.Cl.[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][N:12]2[CH:16]=[CH:15][N:14]=[CH:13]2)=[CH:6][CH:5]=1

参加物

5

反応物 1

HCID 33171661-(4-nitrophenethyl)-1H-imidazole

生成物 1

HCID 35236744-[2-(1H-imidazol-1-yl)ethyl]aniline

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 313Hydrochloric Acid溶媒HCID 702Ethanol溶媒

実験手順

A solution of 10 g (0.046 mole) of 1-[2-(4-nitrophenyl)ethyl]-1H-imidazole in 100 mL of ethanol, 50 mL of 10% aqueous hydrochloric acid and 1.0 g of 5% Pd/C catalyst are placed in a small Parr bottle and hydrogenated at 50 psi pressure for about 24 hours. Additional H2 is added as needed to maintain 50 psi pressure. The reaction mixture is filtered and the solvent is concentrated in vacuo. The residue is dissolved in 100 mL of water and made basic (pH 9) with potassium carbonate. Extract the aqueous mixture with methylene chloride (2×100 mL) and combine. Evaporation of the solvent yields the title compound.

後処理

  1. additionAdditional H2 is added
  2. temperatureto maintain 50 psi pressure
  3. filtrationThe reaction mixture is filtered
  4. concentrationthe solvent is concentrated in vacuo
  5. dissolutionThe residue is dissolved in 100 mL of water
  6. extractionExtract the aqueous mixture with methylene chloride (2×100 mL)
  7. customEvaporation of the solvent

出典と根拠

ORDレコード
ord-8942f05ad9b44f1aa6ee60dbe5607694
出典データセット
uspto-grants-1987_08
特許番号
US04689341

反応ノート

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