1,4-Dibromonaphthalene → 4-Bromo-1-naphthonitrile

HRID 45776

반응식

HRID 45776 반응식
Br[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([Br:12])=[CH:4][CH:3]=1.[Cu](C#N)[C:14]#[N:15]>CN(C=O)C>[Br:12][C:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2]([C:14]#[N:15])=[CH:3][CH:4]=1

참가 물질

4

반응물 2

HCID 665211,4-DibromonaphthaleneHCID 178418260HCID 178418260, 화합물

생성물 1

HCID 146621114-Bromo-1-naphthonitrile수율 33%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
125 °C

실험 절차

A mixture of 1,4-dibromonaphthalene (24.06 g, 84 mmol) and copper cyanide (6.02 g, 67 mmol) in DMF (85 mL) was heated to 125° C. overnight. The mixture was partially concentrated to remove DMF and the resulting residue washed with aqueous ammonium hydroxide and extracted with ethyl acetate. The organic layer was concentrated and purified by chromatography to yield 4-bromo-1-naphthonitrile (5.13 g, 26%).

후처리

  1. concentrationThe mixture was partially concentrated
  2. customto remove DMF
  3. washthe resulting residue washed with aqueous ammonium hydroxide
  4. extractionextracted with ethyl acetate
  5. concentrationThe organic layer was concentrated
  6. custompurified by chromatography

출처 및 근거

ORD 기록
ord-f59ca2945eba4b08beec8ffdabe7efe7
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541589B2

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