Oxalyl chloride → 3,3,3-Trifluoro-2,2-dimethylpropanoyl chloride

HRID 2066789Notes

Reaction equation

HRID 2066789 reaction equation
[F:1][C:2]([F:10])([F:9])[C:3]([CH3:8])([CH3:7])[C:4](O)=[O:5].C(Cl)(=O)C([Cl:14])=O>CN(C=O)C.C(Cl)Cl>[F:1][C:2]([F:10])([F:9])[C:3]([CH3:8])([CH3:7])[C:4]([Cl:14])=[O:5]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 198673673,3,3-Trifluoro-2,2-dimethylpropanoic acid

Product 1

HCID 574170923,3,3-Trifluoro-2,2-dimethylpropanoyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent2×

Procedure

DMF (3 drops) was added to a solution of 3,3,3-trifluoro-2,2-dimethyl-propionic acid [889940-13-0] (179 mmol) in CH2Cl2 (160 mL) at rt. Slowly added a solution of oxalyl chloride (197 mmol) in CH2Cl2 (20 mL). After stirring for 14 h, the reaction mixture was carefully evaporated (500 mbar, 33° C.) to afford the title compound (volatile!) as a yellow solution.

Workup

  1. customthe reaction mixture was carefully evaporated (500 mbar, 33° C.)

Sources & evidence

ORD record
ord-573b7e3b52ca430b9d9bbb4f48a05131
Source dataset
uspto-grants-2012_10
Patent number
US08293753B2

Reaction notes

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