2,3-Dimethylbenzoic acid → 2,3-Dimethylbenzoyl chloride

HRID 464741Notes

Reaction equation

HRID 464741 reaction equation
[CH3:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].S(Cl)([Cl:14])=O>C1C=CC=CC=1>[CH3:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([Cl:14])=[O:5]

Participants

4

Reactant 2

HCID 117822,3-Dimethylbenzoic acidHCID 24386Thionyl Chloride

Product 1

HCID 28008992,3-Dimethylbenzoyl chlorideYield 92%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

2,3-dimethylbenzoic acid (35.0 g, 233 mmol) was heated to reflux temperature, in dry benzene (80 ml) containing thionyl chloride (45.0 g, 378 mmol) for five hours. The mixture was cooled, filtered and evaporated under reduced pressure to give 2,3-dimethylbenzoyl chloride (36.0 g, 92%) as an oil.

Workup

  1. temperatureto reflux temperature
  2. temperatureThe mixture was cooled
  3. filtrationfiltered
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-1b6d483ceb5e402b895278cf530a64e8
Source dataset
uspto-grants-1985_10
Patent number
US04548948

Reaction notes

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