Oxalyl chloride → 3-Fluorobiphenyl-4-carbonyl chloride

HRID 2053712Notes

Reaction equation

HRID 2053712 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:5]=[CH:6][C:7]=1[C:8](O)=[O:9].C(Cl)(=O)C([Cl:20])=O>CN(C)C=O.C(Cl)Cl>[F:1][C:2]1[CH:3]=[C:4]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:5]=[CH:6][C:7]=1[C:8]([Cl:20])=[O:9]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 113902902-Fluoro-4-phenylbenzoic acid

Product 1

HCID 463148773-Fluorobiphenyl-4-carbonyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

Combine 3-fluorobiphenyl-4-carboxylic acid 10.46 g (0.048 mol), 432 mL of methylene chloride, 7 drops of dimethylformamide, and 5.44 mL (0.062 mol, 1.3 equiv) of oxalyl chloride. After 2 h, evaporate the solvent to afford 3-fluorobiphenyl-4-carbonyl chloride as a solid.

Workup

  1. customevaporate the solvent

Sources & evidence

ORD record
ord-5966ef2d4c4d4cf8b1c98dcdf3a9675a
Source dataset
uspto-grants-2008_02
Patent number
US07326731B2

Reaction notes

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