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

HRID 45776

反応式

HRID 45776 の反応式
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

参加物

4

反応物 2

HCID 665211,4-DibromonaphthaleneHCID 178418260HCID 178418260、化合物

生成物 1

HCID 146621114-Bromo-1-naphthonitrile収率 33%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
125 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-f59ca2945eba4b08beec8ffdabe7efe7
出典データセット
uspto-grants-2013_09
特許番号
US08541589B2

関連ノート

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