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Ethyl Acetate → 4-Acetamino-2-cyanobiphenyl

HRID 866229
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HRID 866229 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 8857Ethyl AcetateHCID 214689572-Cyano-4-nitrobiphenyl

생성물 1

HCID 214688684-Acetamino-2-cyanobiphenyl

시약·촉매·용매 1

HCID 23938Palladium촉매

실험 절차

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)

후처리

  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

출처 및 근거

ORD 기록
ord-1734f169399740cfa3116dab0fcf16e1
출처 데이터셋
uspto-grants-1996_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05569768

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