Thionyl Chloride → 2-(4-Fluorophenyl)-3-methyl-butyryl chloride

HRID 2118762Notes

Reaction equation

HRID 2118762 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH:12]([CH3:14])[CH3:13])[C:9](O)=[O:10])=[CH:4][CH:3]=1.S(Cl)([Cl:17])=O>C1C=CC=CC=1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH:12]([CH3:14])[CH3:13])[C:9]([Cl:17])=[O:10])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 98005182-(4-Fluorophenyl)-3-methylbutanoic acid

Product 1

HCID 229084162-(4-Fluorophenyl)-3-methyl-butyryl chloride

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

50 g of 2-(p-fluorophenyl)-3-methylbutyric acid were dissolved in 200 ml of benzene and treated with 54.2 g of thionyl chloride. The mixture was stirred at 60° for 45 minutes and subsequently heated to reflux for 2 hours. After evaporation of the solvent the residue was distilled, whereby 2-(4-fluorophenyl)-3-methyl-butyryl chloride, b.p. 70°/93 Pa, was obtained.

Workup

  1. temperaturesubsequently heated
  2. temperatureto reflux for 2 hours
  3. customAfter evaporation of the solvent the residue
  4. distillationwas distilled

Sources & evidence

ORD record
ord-0a67adca122643d8b28be94d1c76de1b
Source dataset
uspto-grants-1987_07
Patent number
US04680310

Reaction notes

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