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

HRID 1639192노트

반응식

HRID 1639192 반응식
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]

참가 물질

7

반응물 5

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

생성물 1

HCID 147942904-Bromo-3,5-difluorobenzonitrile

시약·촉매·용매 1

HCID 24593copper(I) bromide촉매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c518c4b4842a41ac80315e38abcc318d
출처 데이터셋
uspto-grants-1989_11
특허 번호
US04883609

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