2,6-Difluorobenzoic acid → 2,6-Difluorobenzoyl chloride

HRID 1600849Notes

Reaction equation

HRID 1600849 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[C:3]=1[C:4](O)=[O:5].O=S(Cl)[Cl:14]>CN(C=O)C>[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[C:3]=1[C:4]([Cl:14])=[O:5]

Participants

4

Reactant 2

HCID 97962,6-Difluorobenzoic acidHCID 24386Thionyl Chloride

Product 1

HCID 874382,6-Difluorobenzoyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Procedure

A solution of 2,6-difluorobenzoic acid (1.58 g, 10.0 mmol) and SOCl2 (1.1 ml, 15 mmol) were refluxed at 80° C. for 1 hr. Two drops of DMF were added and reflux continued for 15 min. to dissolve any remaining solid. Excess SOCl2 was evaporated in vacuo to give 2,6-difluorobenzoyl chloride as a light yellow oil.

Workup

  1. temperaturereflux
  2. dissolutionto dissolve any remaining solid
  3. customExcess SOCl2 was evaporated in vacuo

Sources & evidence

ORD record
ord-498fa95aae45429e9e96b077a574bccb
Source dataset
uspto-grants-1999_11
Patent number
US05977117

Reaction notes

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