Oxalyl chloride → 2-Chloro-3-methylbenzoyl chloride

HRID 1419491Notes

Reaction equation

HRID 1419491 reaction equation
[Cl:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].C(Cl)(=O)C([Cl:15])=O>CCOC(C)=O.CN(C=O)C>[Cl:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([Cl:15])=[O:5]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 1398792-Chloro-3-methylbenzoic acid

Product 1

HCID 193679402-Chloro-3-methylbenzoyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a suspension of 2-chloro-3-methylbenzoic acid (6.75 g, 39.39 mmol) [prepared as described above] in EtOAc were added a few drops of DMF and oxalyl chloride (5.1 ml, 1.5 eq.). After stirring the reaction mixture for 1.5 h, the solvent was removed in vacuo to give 2-chloro-3-methylbenzoyl chloride, which was used in the next step without further purification.

Workup

  1. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-286b45f3fc23487bb696affab69f9a35
Source dataset
uspto-grants-1999_03
Patent number
US05886178

Reaction notes

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