1,2-Dichloro-4-nitrobenzene → 2-Chloro-1-fluoro-4-nitrobenzene

HRID 1078052

反応式

HRID 1078052 の反応式
[Cl-].C([N+](C)(C)C)CCCCCCCCCCCCCCCCC.[Cl:24][C:25]1[CH:26]=[C:27]([N+:32]([O-:34])=[O:33])[CH:28]=[CH:29][C:30]=1[Cl:31].[F-:35].[K+]>>[Cl:24][C:25]1[CH:26]=[C:27]([N+:32]([O-:34])=[O:33])[CH:28]=[CH:29][C:30]=1[F:35].[Cl:24][C:25]1[CH:26]=[C:27]([N+:32]([O-:34])=[O:33])[CH:28]=[CH:29][C:30]=1[Cl:31]

参加物

5

反応物 3

HCID 74431,2-Dichloro-4-nitrobenzeneHCID 8155Stearyltrimethylammonium chlorideHCID 522689Potassium Fluoride

生成物 2

HCID 74431,2-Dichloro-4-nitrobenzene収率 13.6%HCID 676882-Chloro-1-fluoro-4-nitrobenzene収率 90.6%

反応条件

温度
180 °C

実験手順

70 g (0.2 mol) of octadecyltrimethylammonium chloride were dissolved in a melt of 2020 g (10.5 mol) of 3,4-dichloronitrobenzene at 50° C. with stirring, 580 g (10.0 mol) of potassium fluoride were suspended at 100° C. and this suspension was heated to 180° C. for 9 h. After cooling to about 60° C., the reaction suspension was filtered with suction, the liquid adhering to the residue was distilled off at 150° C./70 torr and the combined organic phases were fractionated with the addition of an auxiliary base as an acid scavenger. 1445 g (90.6%, relative to 3,4-dichloronitrobenzene converted) of 3-chloro-4-fluoronitrobenzene and 324 g (13.6%, relative to 3,4-dichioronitrobenzene employed) of unreacted 3,4-dichloronitrobenzene were obtained.

後処理

  1. customwere suspended at 100° C.
  2. temperatureAfter cooling to about 60° C.
  3. filtrationthe reaction suspension was filtered with suction
  4. distillationthe liquid adhering to the residue was distilled off at 150° C./70 torr
  5. additionthe combined organic phases were fractionated with the addition of an auxiliary base as an acid scavenger

出典と根拠

ORDレコード
ord-75a60b16d1cf4861ae8b4f00980cd542
出典データセット
uspto-grants-1996_08
特許番号
US05545768

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