1-Chloro-1,1-difluoro-5,5-dimethyl-2,4-hexanedione → 1-Chloro-1,1-difluoro-5,5-dimethyl-3-ethoxymethylene-2,4-hexanedione

HRID 964908Notes

Reaction equation

HRID 964908 reaction equation
[Cl:1][C:2]([F:13])([F:12])[C:3](=[O:11])[CH2:4][C:5](=[O:10])[C:6]([CH3:9])([CH3:8])[CH3:7].[CH:14]([O-])([O-])[O:15][CH2:16][CH3:17]>C(OC(=O)C)(=O)C>[Cl:1][C:2]([F:12])([F:13])[C:3](=[O:11])[C:4](=[CH:14][O:15][CH2:16][CH3:17])[C:5](=[O:10])[C:6]([CH3:9])([CH3:7])[CH3:8]

Participants

4

Reactant 2

HCID 131596111-Chloro-1,1-difluoro-5,5-dimethyl-2,4-hexanedioneHCID 53630039Ethylorthoformate

Product 1

HCID 540391191-Chloro-1,1-difluoro-5,5-dimethyl-3-ethoxymethylene-2,4-hexanedioneYield 43.4%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

12.4 g of 1-chloro-1,1-difluoro-5,5-dimethyl-2,4-hexanedione and 12.4 g of ethyl orthoformate were added to 50 ml of acetic anhydride, and the mixture was refluxed under heating for 2 hours. After the solvent was distilled off under reduced pressure, the residue was subjected to vacuum distillation to obtain 6.8 g of the desired product. (b.p. 105°-107° C./2 mmHg)

Workup

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 2 hours
  3. distillationAfter the solvent was distilled off under reduced pressure
  4. distillationthe residue was subjected to vacuum distillation

Sources & evidence

ORD record
ord-370f8552418e4e5f8a4127795cea9c3d
Source dataset
uspto-grants-1998_06
Patent number
US05773388

Reaction notes

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