Dimethylformamide → 4'-(Trifluoromethyl)-[1,1'-biphenyl]-2-carbonyl chloride

HRID 1531268Notes

Reaction equation

HRID 1531268 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:10]([C:15](O)=[O:16])=[CH:11][CH:12]=[CH:13][CH:14]=2)=[CH:5][CH:4]=1.C(Cl)(=O)C([Cl:23])=O.CN(C=O)C>C(Cl)Cl.CN(C=O)C>[F:1][C:2]([F:19])([F:18])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:10]([C:15]([Cl:23])=[O:16])=[CH:11][CH:12]=[CH:13][CH:14]=2)=[CH:5][CH:4]=1

Participants

6

Reactant 3

HCID 6228DimethylformamideHCID 552514'-(Trifluoromethyl)(1,1'-biphenyl)-2-carboxylic acidHCID 65578Oxalyl chloride

Product 1

HCID 110660004'-(Trifluoromethyl)-[1,1'-biphenyl]-2-carbonyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 4′-trifluoromethyl-2-biphenylcarboxylic acid (5.15 g, 19.35 mmol) in methylene chloride (100 mL) is added oxalyl chloride (5.06 mL, 58.04 mmol) followed by 2 drops of DMF. Addition of DMF results in vigorous gas evolution. After 1.5 h, the reaction mixture is concentrated under reduced pressure to give an oil which is used as is without purification.

Workup

  1. customresults in vigorous gas evolution
  2. concentrationthe reaction mixture is concentrated under reduced pressure
  3. customto give an oil which
  4. customas is without purification

Sources & evidence

ORD record
ord-4ae411326a594e88b2d00f8c07733403
Source dataset
uspto-grants-2001_03
Patent number
US06197798B1

Reaction notes

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