Thionyl Chloride → HCID 86629256, compound

HRID 1868691Notes

Reaction equation

HRID 1868691 reaction equation
[I:1][C:2]1[C:10]([C:11]([F:14])([F:13])[F:12])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].S(Cl)([Cl:17])=O>>[I:1][C:2]1[C:10]([C:11]([F:14])([F:13])[F:12])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([Cl:17])=[O:5]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 146125442-Iodo-3-(trifluoromethyl)benzoic acid

Product 1

HCID 86629256HCID 86629256, compoundYield 99.4%

Procedure

2-Iodo-3-(trifluoromethyl)benzoic acid (10.0 g, 31.6 mmol) was stirred in thionyl chloride (100 mL, 31.6 mmol) at reflux for 2 hours. The mixture was then cooled to room temperature. The thionyl chloride was removed under vacuum, and the residue was azeotroped with dry toluene to give the product as a yellow-orange semi-solid (10.51 g).

Workup

  1. temperatureat reflux for 2 hours
  2. customThe thionyl chloride was removed under vacuum
  3. customthe residue was azeotroped with dry toluene

Sources & evidence

ORD record
ord-b6b13cc96d224ffeb2f1caa5ab767cb8
Source dataset
uspto-grants-2009_12
Patent number
US07635715B2

Reaction notes

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