3-Bromo-5-formylbenzamide → 3-Bromo-5-formylbenzonitrile

HRID 562287노트

반응식

HRID 562287 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([CH:11]=[O:12])[CH:10]=1)[C:5]([NH2:7])=O>O.CC#N.Cl[Pd]Cl>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([CH:11]=[O:12])[CH:10]=1)[C:5]#[N:7]

참가 물질

5

반응물 1

HCID 866310333-Bromo-5-formylbenzamide

생성물 1

HCID 534255233-Bromo-5-formylbenzonitrile수율 40%

시약·촉매·용매 3

HCID 24290Palladium Chloride촉매2회HCID 962Water용매2회HCID 6342Acetonitrile용매2회

실험 절차

To a solution of 3-bromo-5-formylbenzamide (1.5 g, 6.58 mmol) in H2O (50.0 mL) and MeCN (50.0 mL) was added PdCl2 (117 mg, 0.658 mmol). The mixture was stirred for 72 h at room temperature and another portion of H2O (100 mL) and MeCN (100 mL) was added followed with addition of PdCl2 (100 mg, 0.56 mol). The mixture was stirred for another 12 hr and concentrated. The residue was dissolved in EtOAc (200 mL), washed with brine (3×50.0 mL), dried over Na2SO4 and concentrated, and then was purified by chromatography (10% EtOAc in hexanes) to give 550 mg of 3-bromo-5-formylbenzonitrile (40%).

후처리

  1. stirringThe mixture was stirred for another 12 hr
  2. concentrationconcentrated
  3. dissolutionThe residue was dissolved in EtOAc (200 mL)
  4. washwashed with brine (3×50.0 mL)
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated
  7. customwas purified by chromatography (10% EtOAc in hexanes)

출처 및 근거

ORD 기록
ord-cbc6ae822ead4af3a2d3a9b8609752df
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063071B2

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