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

HRID 448192Notes

Reaction equation

HRID 448192 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].C(Cl)(=O)C([Cl:15])=O>C(Cl)Cl>[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([CH3:11])[C:3]=1[C:4]([Cl:15])=[O:5]

Participants

4

Reactant 2

HCID 124392,6-Dimethylbenzoic acidHCID 65578Oxalyl chloride

Product 1

HCID 890962,6-Dimethylbenzoyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2,6-Dimethylbenzoic acid (15 g, 99.88 mmol) was added to anhydrous CH2Cl2 (20 ml) at 0° C. followed by drop wise addition of oxalyl chloride (2M in CH2Cl2, 14.14 g) under argon. The reaction mixture was stirred at the same temperature for 30 minutes and then warmed to the room temperature for 1 hour, concentrated and used without purification.

Workup

  1. concentrationconcentrated
  2. customused without purification

Sources & evidence

ORD record
ord-d1e9c8b3777a4694890477c18d5766dd
Source dataset
uspto-grants-2013_07
Patent number
US08481595B2

Reaction notes

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