Sulfuryl chloride → 2-Chloro-5-[2-chloro-4-(trifluoromethyl)phenoxy]benzoyl chloride

HRID 1156218Notes

Reaction equation

HRID 1156218 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([O:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][C:13]=2[Cl:22])=[CH:7][C:3]=1[C:4]([OH:6])=O.S(Cl)([Cl:26])(=O)=O>>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([O:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][C:13]=2[Cl:22])=[CH:7][C:3]=1[C:4]([Cl:26])=[O:6]

Participants

3

Reactant 2

HCID 24648Sulfuryl chlorideHCID 130136822-Chloro-5-(2-chloro-4-trifluoromethylphenoxy)benzoic acid

Product 1

HCID 127996322-Chloro-5-[2-chloro-4-(trifluoromethyl)phenoxy]benzoyl chlorideYield 86%

Procedure

In 100 ml sulfonylchloride was heated 20.0 g (0.057 mol) of 2-chloro-5-(2-chloro-4-trifluoromethylphenoxy)benzoic acid to reflux for 1 hour, and then thionylchloride was removed by distillation. By vacuum distillation of the residue, 18.2 g (0.049 mol) of 2-chloro-5-(2-chloro-4-trifluoromethylphenoxy)benzoyl chloride was obtained; yield 86.0%, b.p. 142°-155° C./0.35 mmHg, nD25 1.5652.

Workup

  1. temperatureto reflux for 1 hour
  2. customthionylchloride was removed by distillation
  3. distillationBy vacuum distillation of the residue

Sources & evidence

ORD record
ord-ca3e4616e49141b09e24d94846eca4ad
Source dataset
uspto-grants-1982_06
Patent number
US04334914

Reaction notes

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