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

HRID 1595233Notes

Reaction equation

HRID 1595233 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, together with 1 g of anhydrous aluminium chloride, are initially charged at 60-65° C., and 25 g of silicon tetrachloride are then added dropwise at the rate at which gas is given off. After the evolution of gas has ceased at 65° C., the mixture is distilled under reduced pressure. In the boiling range of 120-122° C./14 mbar, 73.2 g of 3-cyano-2,4,5-trifluoro-benzoyl chloride distil over.

Workup

  1. customhas ceased at 65° C.
  2. distillationthe mixture is distilled under reduced pressure
  3. customIn the boiling range of 120-122° C./14 mbar, 73.2 g of 3-cyano-2,4,5-trifluoro-benzoyl chloride distil over

Sources & evidence

ORD record
ord-f91d3c63f31a41a79a0bb6396075d8b5
Source dataset
uspto-grants-2001_09
Patent number
US06288081B1

Reaction notes

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