Thionyl Chloride → HCID 54495953, compound

HRID 1703360Notes

Reaction equation

HRID 1703360 reaction equation
[Cl:1][CH:2]([CH2:7][C:8]([Cl:14])([Cl:13])[C:9]([Cl:12])([F:11])[F:10])[CH2:3][C:4](O)=[O:5].S(Cl)([Cl:17])=O>CN(C)C=O>[Cl:1][CH:2]([CH2:7][C:8]([Cl:14])([Cl:13])[C:9]([Cl:12])([F:11])[F:10])[CH2:3][C:4]([Cl:17])=[O:5]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 20523998HCID 20523998, compound

Product 1

HCID 54495953HCID 54495953, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

276 g of 2,4,4,5-tetrachloro-5,5-difluoropentane-1-carboxylic acid, 300 ml of thionyl chloride and 1 ml of N,N-dimethylformamide are mixed together, and the mixture is heated within 1 hour to 60° C. and finally refluxed for 1 hour. After the excess thionyl chloride has been distilled off, the residue is fractionally distilled to thus obtain 250.2 g (85% of theory) of 2,4,4,5-tetrachloro-5,5-di-fluoropentane-1-carboxylic acid chloride in the form of a clear liquid, which boils at 95°-97° C./2000 Pa.

Workup

  1. temperaturethe mixture is heated within 1 hour to 60° C.
  2. temperaturefinally refluxed for 1 hour
  3. distillationAfter the excess thionyl chloride has been distilled off
  4. distillationthe residue is fractionally distilled to thus obtain 250.2 g (85% of theory) of 2,4,4,5-tetrachloro-5,5-di-fluoropentane-1-carboxylic acid chloride in the form of a clear liquid, which boils at 95°-97° C./2000 Pa

Sources & evidence

ORD record
ord-650d6d4e87b7432b8c1450c165b509bf
Source dataset
uspto-grants-1982_09
Patent number
US04351961

Reaction notes

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