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Ethyl Acetate → 4-Acetamino-2-cyanobiphenyl

HRID 1938581
ノート
印刷プレビュー

反応式

HRID 1938581 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 celite. 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. (MS)

後処理

  1. customThe catalyst was removed
  2. filtrationby filtering though celite
  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-6f5ada99d6594b5e915b482532e8a6e7
出典データセット
uspto-grants-1997_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05693633

反応ノート

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