Lithium Chloride → HCID 23001930, compound

HRID 398096Notes

Reaction equation

HRID 398096 reaction equation
I[C:2]([F:16])([F:15])[CH2:3][C:4]([F:14])([F:13])[CH2:5][C:6]([F:12])([F:11])[C:7]([F:10])([F:9])[F:8].[Cl-].[Li+]>CN(C)C=O>[F:15][C:2]([F:16])=[CH:3][C:4]([F:13])([F:14])[CH2:5][C:6]([F:11])([F:12])[C:7]([F:8])([F:10])[F:9]

Participants

4

Reactant 2

HCID 433294Lithium ChlorideHCID 230019281,1,1,2,2,4,4,6,6-Nonafluoro-6-iodohexane

Product 1

HCID 23001930HCID 23001930, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
125 °C

Procedure

A round-bottomed flask was charged with a mixture of 1-iodo-1,1,3,3,5,5,6,6,6-nonafluorohexane [C2F5—CH2CF2—CH2CF2—I] (97 g, 0.26 mol) and lithium chloride (16 g, 0.376 mol) in anhydrous N,N-dimethylformamide (DMF, 120 ml) solvent. The mixture was vigorously stirred throughout the reaction. A vacuum was applied (210-220 mm Hg) and the mixture was then slowly heated up to 125° C. over a period of 1-2 hours. The volatile component which was distilled off during this heating period was collected in a cold trap. Re-distillation afforded the 1,1,3,3,5,5,6,6,6-nonafluoro-1-hexene [C2F5—CH2CF2—CH═CF2] product as a clear colorless liquid having a boiling point 72-74° C. (at a pressure of 760 mm Hg) and a yield of 36 grams (56%).

Workup

  1. distillationThe volatile component which was distilled off during this heating period
  2. customwas collected in a cold trap

Sources & evidence

ORD record
ord-8f46370f4126422092777b56c330a270
Source dataset
uspto-grants-2003_08
Patent number
US06610790B2

Reaction notes

Loading…