Dimethylformamide → 4,4,4-Trifluorobutanoyl chloride

HRID 1379947Notes

Reaction equation

HRID 1379947 reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].CN(C)C=O.[F:12][C:13]([F:20])([F:19])[CH2:14]CC(O)=O>CCCCC>[F:12][C:13]([F:20])([F:19])[CH2:14][CH2:1][C:2]([Cl:4])=[O:3]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 27770854,4,4-Trifluorobutanoic acid

Product 1

HCID 151044744,4,4-Trifluorobutanoyl chlorideYield 76%

Reagents, catalysts & solvents 1

HCID 8003PentaneSolvent

Procedure

101 ml of oxalyl chloride and 0.1 ml of dimethylformamide was added to a solution of thus obtained 131 g of the 4,4,4-trifluorobutyric acid in 1 liter of pentane, and the resultant solution was refluxed for three hours. Then the reaction solution was distilled to yield 112 g of 4,4,4-trifluorobutyryl chloride in a yield of 76%. (b.p. 103° C./760 mmHg)

Workup

  1. distillationThen the reaction solution was distilled

Sources & evidence

ORD record
ord-8550dfb6952a460bbca71de626fc49ed
Source dataset
uspto-grants-1997_09
Patent number
US05672779

Reaction notes

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