Acetyl chloride → HCID 10888560, compound

HRID 353499Notes

Reaction equation

HRID 353499 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[F:11][C:12](=[C:17]([F:19])[F:18])[CH2:13][CH2:14][CH2:15][OH:16]>>[C:1]([O:16][CH2:15][CH2:14][CH2:13][C:12]([F:11])=[C:17]([F:19])[F:18])(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 6367Acetyl chlorideHCID 11430Potassium CarbonateHCID 27779334,5,5-Trifluoro-4-penten-1-ol

Product 1

HCID 10888560HCID 10888560, compoundYield 91%

Procedure

31.7 g (0.41 mol) of acetyl chloride were added dropwise to a two-necked round-bottomed flask, cooled in an ice bath, equipped with a reflux condenser (connected to a trap comprising potassium carbonate) and comprising 50.1 g (0.36 mol) of 4,5,5-trifluoropent-4-en-1-ol. The reactivity of the two reactants was monitored by sparging of the trap by HCl. After the completion of the addition, the mixture was stirred at ambient temperature until HCl was no longer being evolved (approximately 4 hours). After distillation, 59.3 g (0.326 mol) of 4,5,5-trifluoro-4-pentenyl acetate (colourless liquid) were obtained. Boiling point=56-58° C./21 mmHg. (Yield=91%.).

Workup

  1. temperaturecooled in an ice bath
  2. customby sparging of the trap by HCl
  3. additionAfter the completion of the addition
  4. custom(approximately 4 hours)
  5. distillationAfter distillation

Sources & evidence

ORD record
ord-5c4c9d888d144687a849005671bec166
Source dataset
uspto-grants-2004_06
Patent number
US06753392B1

Reaction notes

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