Oxalyl chloride → 3-Cyano-5-(trifluoromethoxy)benzoyl chloride

HRID 2040514Notes

Reaction equation

HRID 2040514 reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[C:7]([C:9]1[CH:10]=C([CH:15]=[C:16]([O:18][C:19]([F:22])([F:21])[F:20])[CH:17]=1)C(O)=O)#[N:8]>CN(C=O)C>[C:7]([C:9]1[CH:10]=[C:1]([CH:15]=[C:16]([O:18][C:19]([F:20])([F:22])[F:21])[CH:17]=1)[C:2]([Cl:4])=[O:3])#[N:8]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 219425323-Cyano-5-(trifluoromethoxy)benzoic acid

Product 1

HCID 866469923-Cyano-5-(trifluoromethoxy)benzoyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Procedure

Oxalyl chloride (2.0 M in DCM, 0.636 mL, 1.272 mmol) was added to neat 3-cyano-5-(trifluoromethoxy)benzoic acid (98 mg, 0.424 mmol) and one drop of DMF was added. The reaction mixture was stirred at room temperature for 30 min and then concentrated under reduced pressure.

Workup

  1. additionwas added
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-3aedfb3f6d974af794f663fc056441b3
Source dataset
uspto-grants-2013_11
Patent number
US08580841B2

Reaction notes

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