Acetic Acid → 4-Bromo-3,5-difluorobenzonitrile

HRID 1639192ノート

反応式

HRID 1639192 の反応式
S(=O)(=O)(O)O.C(O)(=O)C.[C:10]([C:12]1[CH:18]=[C:17]([F:19])[C:15](N)=[C:14]([F:20])[CH:13]=1)#[N:11].O.[BrH:22]>[Cu]Br>[Br:22][C:15]1[C:17]([F:19])=[CH:18][C:12]([C:10]#[N:11])=[CH:13][C:14]=1[F:20]

参加物

7

反応物 5

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 962WaterHCID 1118Sulfuric AcidHCID 2804674-Amino-3,5-difluorobenzonitrile

生成物 1

HCID 147942904-Bromo-3,5-difluorobenzonitrile

試薬・触媒・溶媒 1

HCID 24593copper(I) bromide触媒

実験手順

4 g of sodium nitride was added to 30 ml of concentrated sulfuric acid and chilled to a temperature of 10° C. and 38 ml of acetic acid was added thereto. 8.9 ml of 4-cyano-2,6-difluoroaniline was added gradually to maintain the solution at a temperature of 20° to 25° C. The reaction mixture was added dropwise to a solution a 10 g of copper (I) bromide dissolved in 30 ml of concentrated hydrobromic acid. After the dropwise addition was completed, the reaction mixture was stirred for one and one half hours at room temperature. Water was added to the reaction mixture, the reaction mixture was extracted with chloroform and washed with water. The organic layer was removed by distillation, and the residue was recrystallized with a mixture of methanol and acetone to yield 6.6 g of 2-bromo-5-cyano-1,3-difluorobenzene.

後処理

  1. additionwas added
  2. temperatureto maintain the solution at a temperature of 20° to 25° C
  3. additionAfter the dropwise addition
  4. extractionthe reaction mixture was extracted with chloroform
  5. washwashed with water
  6. customThe organic layer was removed by distillation
  7. customthe residue was recrystallized with a mixture of methanol and acetone

出典と根拠

ORDレコード
ord-c518c4b4842a41ac80315e38abcc318d
出典データセット
uspto-grants-1989_11
特許番号
US04883609

反応ノート

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