4-Bromo-2-fluorophenol → 3-Fluoro-4-hydroxybenzonitrile

HRID 263493

反応式

HRID 263493 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([F:9])[CH:3]=1.[C:10]([Cu])#[N:11]>CN1C(=O)CCC1.CCOCC>[C:10]([C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([F:9])[CH:3]=1)#[N:11]

参加物

5

反応物 2

HCID 27249814-Bromo-2-fluorophenolHCID 178418546HCID 178418546、化合物

生成物 1

HCID 27829443-Fluoro-4-hydroxybenzonitrile収率 96.2%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
150 °C

実験手順

4-Bromo-2-fluorophenol (10 ml, 91 mmol) and 9.85 g (0.11 mol) of CuCN were combined in 75 ml of NMP with stirring under nitrogen, and the mixture was heated at 150° C. for 5 h. The mixture was diluted with 200 ml of ether, stirred, and decanted. The residue was diluted again with 200 ml of ether, heated, and decanted. The combined decantates were washed with water, 1N HCl solution, water, and brine, and dried over magnesium sulfate. The organic solution was concentrated in vacuo to provide 12 g of a white solid which was triturated in carbon tetrachloride and filtered to afford 7.29 g (72.1%) of the title compound.

後処理

  1. stirringstirred
  2. customdecanted
  3. additionThe residue was diluted again with 200 ml of ether
  4. temperatureheated
  5. customdecanted
  6. washThe combined decantates were washed with water, 1N HCl solution, water, and brine
  7. dry with materialdried over magnesium sulfate
  8. concentrationThe organic solution was concentrated in vacuo

出典と根拠

ORDレコード
ord-a9f37634b6b8400d9b8a6ba72ce3732a
出典データセット
uspto-grants-1997_07
特許番号
US05643929

関連ノート

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