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

HRID 2382165Notes

Reaction equation

HRID 2382165 reaction equation
S(Cl)([Cl:3])=O.[F:5][C:6]([F:23])([F:22])[C:7]1[CH:12]=[CH:11][C:10]([C:13]2[C:14]([C:19](O)=[O:20])=[CH:15][CH:16]=[CH:17][CH:18]=2)=[CH:9][CH:8]=1>CN(C=O)C.C(Cl)Cl>[F:5][C:6]([F:23])([F:22])[C:7]1[CH:12]=[CH:11][C:10]([C:13]2[C:14]([C:19]([Cl:3])=[O:20])=[CH:15][CH:16]=[CH:17][CH:18]=2)=[CH:9][CH:8]=1

Participants

5

Reactant 2

HCID 24386Thionyl ChlorideHCID 552514'-(Trifluoromethyl)(1,1'-biphenyl)-2-carboxylic acid

Product 1

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

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

Thionyl chloride (3.6 ml) was added to a clear solution of 4′-(trifluoromethyl)-[1,1′-biphenyl]-2-carboxylic acid (0.025 mol) in DMF (1 ml) and DCM (100 ml). The mixture was stirred and refluxed for one hour. The solvent was evaporated. DCM (50 ml) was added to the residue, then evaporated, yielding 4′-(trifluoromethyl)-[1,1′-biphenyl]-2-carbonyl chloride (intermediate 5).

Workup

  1. temperaturerefluxed for one hour
  2. customThe solvent was evaporated
  3. additionDCM (50 ml) was added to the residue
  4. customevaporated

Sources & evidence

ORD record
ord-b5838b4b2b5741699c17ed52e07486a8
Source dataset
uspto-grants-2012_09
Patent number
US08258304B2

Reaction notes

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