Oxalyl chloride → 3-(Trifluoromethyl)phenylacetyl chloride

HRID 1478477Notes

Reaction equation

HRID 1478477 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:4]=[C:5]([CH2:9][C:10](O)=[O:11])[CH:6]=[CH:7][CH:8]=1.C(Cl)(=O)C([Cl:18])=O>C(Cl)Cl.CN(C=O)C>[F:1][C:2]([F:14])([F:13])[C:3]1[CH:4]=[C:5]([CH2:9][C:10]([Cl:18])=[O:11])[CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 676953-(Trifluoromethyl)benzeneacetic acid

Product 1

HCID 127516363-(Trifluoromethyl)phenylacetyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-(3-(trifluoromethyl)phenyl)acetic acid (4.78 g, 23.4 mmol) in DCM (46 mL) was added oxalyl chloride (12.9 mL, 25.8 mmol). One drop of DMF was then added and the mixture was stirred for 1.5 hours at room temperature. The mixture was concentrated to afford the title compound.

Workup

  1. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-6524754228a04e1893c417b57a35a6e6
Source dataset
uspto-grants-2016_08
Patent number
US09403816B2

Reaction notes

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