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Ethyl Acetate → 4-Acetamino-2-cyanobiphenyl

HRID 976557
ノート
印刷プレビュー

反応式

HRID 976557 の反応式
[C:1]([C:3]1[CH:8]=[C:7]([N+:9]([O-])=O)[CH:6]=[CH:5][C:4]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)#[N:2].[C:18](OCC)(=[O:20])[CH3:19]>[Pd]>[NH:9]([C:7]1[CH:6]=[CH:5][C:4]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:3]([C:1]#[N:2])[CH:8]=1)[C:18]([CH3:19])=[O:20]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 8857Ethyl AcetateHCID 214689572-Cyano-4-nitrobiphenyl

生成物 1

HCID 214688684-Acetamino-2-cyanobiphenyl

試薬・触媒・溶媒 1

HCID 23938Palladium触媒

実験手順

2-Cyano-4-nitrobiphenyl (0.067 moles, 15.0 g.) was dissolved in 100 ml ethyl acetate/100 ml ethanol and hydrogenated at 40 psi over 3.0 g of 10% palladium on carbon. The catalyst was removed by filtering though colire. The solvents were removed in vacuo. The residue was dissolved in 175 ml of methylene chloride. Acetic anhydride (15 ml) was added. The reaction was stirred at room temperature for 30 minutes and poured over ice. The organic layer was dried, concentrated, and then purified by HPLC over silica gel eluted with a gradient of 0-10% ethyl acetate in chloroform. (HS)

後処理

  1. customThe catalyst was removed
  2. filtrationby filtering though colire
  3. customThe solvents were removed in vacuo
  4. dissolutionThe residue was dissolved in 175 ml of methylene chloride
  5. additionAcetic anhydride (15 ml) was added
  6. additionpoured over ice
  7. customThe organic layer was dried
  8. concentrationconcentrated
  9. custompurified by HPLC over silica gel
  10. washeluted with a gradient of 0-10% ethyl acetate in chloroform

出典と根拠

ORDレコード
ord-8afa62c68ce54f0b8b0dab9ecdf88b31
出典データセット
uspto-grants-1997_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05612360

反応ノート

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