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

HRID 1086396ノート

反応式

HRID 1086396 の反応式
N([O-])=O.[Na+].S(=O)(=O)(O)O.C(O)(=O)C.[C:14]([C:16]1[CH:22]=[C:21]([F:23])[C:19](N)=[C:18]([F:24])[CH:17]=1)#[N:15].[BrH:25]>[Cu]Br.O>[Br:25][C:19]1[C:21]([F:23])=[CH:22][C:16]([C:14]#[N:15])=[CH:17][C:18]=1[F:24]

参加物

8

反応物 5

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 1118Sulfuric AcidHCID 2804674-Amino-3,5-difluorobenzonitrileHCID 23668193Sodium Nitrite

生成物 1

HCID 147942904-Bromo-3,5-difluorobenzonitrile

試薬・触媒・溶媒 2

HCID 24593copper(I) bromide触媒HCID 962Water溶媒

実験手順

24 g of sodium nitrite was added to 180 ml of concentrated sulfuric acid cooled to a temperature of at least 10° C. 38 ml of acetic acid was added to the mixture. 53 g of 4-cyano-2,6difluoroaniline was added gradually to keep the temperature of the solution between about 20°and 25° C. The mixture was stirred at 20°-25° C. for one hour. A solution was prepared by dissolving 60 g of copper (I) bromide in 180 ml of an aqueous 48% solution of hydrobromic acid. The mixture was added drop-wise to the solution and the solution was stirred at room temperature for 15 hours. Water was added to the solution, and the solution was extracted with chloroform and washed with water. The chloroform in the aqueous layer was distilled off and the residue was recrystallized from a solution mixture of methanol and acetone, to yield 25 g of 2-bromo-5-cyano-1,3-difluorobenzene.

後処理

  1. temperaturecooled to a temperature of at least 10° C
  2. custombetween about 20°and 25° C
  3. customA solution was prepared
  4. additionThe mixture was added drop-wise to the solution
  5. stirringthe solution was stirred at room temperature for 15 hours
  6. extractionthe solution was extracted with chloroform
  7. washwashed with water
  8. distillationThe chloroform in the aqueous layer was distilled off
  9. customthe residue was recrystallized from a solution mixture of methanol and acetone

出典と根拠

ORDレコード
ord-89731dcb29fb4002832743abd203fab7
出典データセット
uspto-grants-1991_07
特許番号
US05030382

反応ノート

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