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

HRID 1264333Notes

Reaction equation

HRID 1264333 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 were initially introduced together with 1 g of anhydrous aluminium chloride at 60-65° C., and 25 g of silicon tetrachloride were then added dropwise at the rate of gas evolution. After the evolution of gas at 65° C. had ceased, the mixture was distilled under reduced pressure. In the boiling range from 120-122° C./14 mbar, 73.2 g of 3-cyano-2,4,5-trifluoro-benzoyl chloride passed over.

Workup

  1. customat 65° C.
  2. distillationthe mixture was distilled under reduced pressure
  3. customfrom 120-122° C.

Sources & evidence

ORD record
ord-565be4f5e7a249ff8539ac42b6838701
Source dataset
uspto-grants-2003_04
Patent number
US06541675B2

Reaction notes

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