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

HRID 1167097Notes

Reaction equation

HRID 1167097 reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[F:7][C:8]([F:25])([F:24])[C:9]1[CH:14]=[CH:13][C:12]([C:15]2C(C(O)=O)=[CH:17][CH:18]=[CH:19][CH:20]=2)=[CH:11][CH:10]=1>ClCCl.CN(C)C=O>[F:7][C:8]([F:24])([F:25])[C:9]1[CH:10]=[CH:11][C:12]([C:15]2[C:1]([C:2]([Cl:4])=[O:3])=[CH:17][CH:18]=[CH:19][CH:20]=2)=[CH:13][CH:14]=1

Participants

5

Reactant 2

HCID 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 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

170 ml of oxalyl chloride are added dropwise at 0° C. to a suspension of 30 g (0.113 mol) of 4′-trifluoromethyl-biphenyl-2-carboxylic acid in 500 ml of dichloromethane and 0.2 ml of dimethylformamide. After the reaction has ended the reaction mixture is concentrated by distillation and the 4′-trifluoromethyl-biphenyl-2-carboxylic acid chloride is further reacted as a crude product.

Workup

  1. concentrationis concentrated by distillation
  2. customthe 4′-trifluoromethyl-biphenyl-2-carboxylic acid chloride is further reacted as a crude product

Sources & evidence

ORD record
ord-1235292331674decba5d42b1df772477
Source dataset
uspto-grants-2003_09
Patent number
US06617325B1

Reaction notes

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