2,6-Dimethylbenzoic acid → 2,6-Dimethylbenzoyl chloride

HRID 1361038Notes

Reaction equation

HRID 1361038 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([CH3:11])[C:3]=1[C:4](O)=[O:5].S(Cl)([Cl:14])=O>C1(C)C=CC=CC=1>[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([CH3:11])[C:3]=1[C:4]([Cl:14])=[O:5]

Participants

4

Reactant 2

HCID 124392,6-Dimethylbenzoic acidHCID 24386Thionyl Chloride

Product 1

HCID 890962,6-Dimethylbenzoyl chloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

To a mixture of 2,6-dimethylbenzoic acid (3 g; 0.02 mol) in toluene (50 ml) was added thionyl chloride (3.6 ml; 0.05 mol). The mixture thus obtained was refluxed for 2 hours. The solvent and the excess thionyl chloride were then evaporated off under reduced pressure. The residue thus obtained was taken up in toluene (50 ml) three times and evaporated under reduced pressure. The product thus obtained (3.6 g) was used without further purification.

Workup

  1. customThe mixture thus obtained
  2. temperaturewas refluxed for 2 hours
  3. customThe solvent and the excess thionyl chloride were then evaporated off under reduced pressure
  4. customThe residue thus obtained
  5. customevaporated under reduced pressure
  6. customThe product thus obtained (3.6 g)
  7. customwas used without further purification

Sources & evidence

ORD record
ord-579304401981446498b45cc8f563fe9c
Source dataset
uspto-grants-2011_02
Patent number
US07879900B2

Reaction notes

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