Pentane → 4,4,4-Trifluorobutanoyl chloride

HRID 399315Notes

Reaction equation

HRID 399315 reaction equation
[F:1][C:2]([F:9])([F:8])[CH2:3][CH2:4][C:5](O)=[O:6].CCCCC.C(Cl)(=O)C([Cl:18])=O>CN(C)C=O>[F:1][C:2]([F:9])([F:8])[CH2:3][CH2:4][C:5]([Cl:18])=[O:6]

Participants

5

Reactant 3

HCID 8003PentaneHCID 65578Oxalyl chlorideHCID 27770854,4,4-Trifluorobutanoic acid

Product 1

HCID 151044744,4,4-Trifluorobutanoyl chlorideYield 76%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a mixture of 131 g of 4,4,4-trifluorobutyric acid and 1 liter of pentane, 101 ml of oxalyl chloride and 0.1 ml of dimethylformamide were added, and the mixture was heated at reflux for 3 hours. The reaction solution was distilled at normal pressure to give 112 g of 4,4,4-trifluorobutyryl chloride (b.p. 103° C., 760 mmHg) (yield: 76%).

Workup

  1. additionwere added
  2. temperaturethe mixture was heated
  3. temperatureat reflux for 3 hours
  4. distillationThe reaction solution was distilled at normal pressure

Sources & evidence

ORD record
ord-dda02cccbd384cfaa43ae6df5137b990
Source dataset
uspto-grants-1998_10
Patent number
US05817880

Reaction notes

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