Dichloromethane → 3-Bromo-2-methylbenzoyl chloride

HRID 588678Notes

Reaction equation

HRID 588678 reaction equation
[Br:1][C:2]1[C:3]([CH3:11])=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5](O)=[O:6].[Cl:12]CCl.C(Cl)(=O)C(Cl)=O>CN(C)C=O>[Br:1][C:2]1[C:3]([CH3:11])=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([Cl:12])=[O:6]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 65578Oxalyl chlorideHCID 27355903-Bromo-2-methylbenzoic Acid

Product 1

HCID 193678073-Bromo-2-methylbenzoyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3-Bromo-2-methylbenzoic acid (2000 mg) was added to dichloromethane (50 mL) and N,N-dimethylformamide (1 mL). Oxalyl chloride (649 mg) was added and the solution was stirred for three minutes. The mixture was washed with 1 M aqueous HCl three times, washed with brine, and dried on anhydrous sodium sulfate. After filtration, the solvent was removed under vacuum to yield the product.

Workup

  1. washThe mixture was washed with 1 M aqueous HCl three times
  2. washwashed with brine
  3. dry with materialdried on anhydrous sodium sulfate
  4. filtrationAfter filtration
  5. customthe solvent was removed under vacuum
  6. customto yield the product

Sources & evidence

ORD record
ord-9907771791234f0ca07b26511cb9981f
Source dataset
uspto-grants-2016_01
Patent number
US09227963B2

Reaction notes

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