Thionyl Chloride → 2,3,4,5-Tetrafluorobenzoyl chloride

HRID 1836200Notes

Reaction equation

HRID 1836200 reaction equation
[F:1][C:2]1[C:10]([F:11])=[C:9]([F:12])[C:8]([F:13])=[CH:7][C:3]=1[C:4](O)=[O:5].O=S(Cl)[Cl:16]>C1COCC1>[F:1][C:2]1[C:10]([F:11])=[C:9]([F:12])[C:8]([F:13])=[CH:7][C:3]=1[C:4]([Cl:16])=[O:5]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 2975492,3,4,5-Tetrafluorobenzoic acid2×

Product 1

HCID 27336892,3,4,5-Tetrafluorobenzoyl chloride

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To the solution of 2,3,4,5-tetrafluorobenzoic acid (compound f, 29.5 g, 150 mmol) in 200 ml THF, was added SOCl2 20 ml dropwise at 0° C., then the mixture was stirred at room temperature for 6 hours. After removal of the solvent and excessive SOCl2, the residue was used for the next step directly.

Workup

  1. customAfter removal of the solvent and excessive SOCl2

Sources & evidence

ORD record
ord-a632436ccf614889837308c1a5c09d09
Source dataset
uspto-grants-2004_08
Patent number
US06777420B2

Reaction notes

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