Silicon tetrachloride → 3-Cyano-2,4,5-trifluoro-benzoyl chloride

HRID 2302222Notes

Reaction equation

HRID 2302222 reaction equation
[C:1]([C:3]1[C:4]([F:14])=[C:5]([CH:9]=[C:10]([F:13])[C:11]=1[F:12])[C:6](F)=[O:7])#[N:2].[Cl-].[Al+3].[Cl-].[Cl-].[Si](Cl)(Cl)(Cl)[Cl:20]>>[C:1]([C:3]1[C:4]([F:14])=[C:5]([CH:9]=[C:10]([F:13])[C:11]=1[F:12])[C:6]([Cl:20])=[O:7])#[N:2]

Participants

4

Reactant 3

HCID 24816Silicon tetrachlorideHCID 6451240Aluminum(III) ChlorideHCID 153766713-Cyano-2,4,5-trifluoro-benzoyl fluoride

Product 1

HCID 186187613-Cyano-2,4,5-trifluoro-benzoyl chloride

Procedure

76.6 g of 3-cyano-2,4,5-trifluoro-benzoyl fluoride are introduced at 60-65° C. together with 1 g of anhydrous aluminium chloride and then 25 g of silicon tetrachloride are added dropwise in the course of the evolution of gas. After the evolution of gas at 65° C. has ended, the mixture is distilled in vacuo. 73.2 g of 3-cyano-2,4,5-trifluoro-benzoyl chloride pass over in the boiling range from 120-122° C./14 mbar.

Workup

  1. customat 65° C.
  2. distillationthe mixture is distilled in vacuo
  3. customfrom 120-122° C.

Sources & evidence

ORD record
ord-a886b56d359d4de4befed0d98cca15d5
Source dataset
uspto-grants-2002_08
Patent number
US06432948B1

Reaction notes

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