Ethanol → Ethyl 2,2-difluoro-1-methylcyclopropane-carboxylate

HRID 2371783Notes

Reaction equation

HRID 2371783 reaction equation
[F:1][C:2]1([F:9])[CH2:4][C:3]1([CH3:8])[C:5](Cl)=[O:6].[CH2:10]([OH:12])[CH3:11]>S(=O)(=O)(O)O>[F:1][C:2]1([F:9])[CH2:4][C:3]1([CH3:8])[C:5]([O:12][CH2:10][CH3:11])=[O:6]

Participants

4

Reactant 2

HCID 702EthanolHCID 146952322,2-Difluoro-1-methylcyclopropane-1-carbonyl chloride

Product 1

HCID 14695235Ethyl 2,2-difluoro-1-methylcyclopropane-carboxylateYield 87%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

35 ml of ethanol are added dr.COPYRGT.pwise at 20° C. to 15.45 g (0.1 mol) of 2,2-difluoro-1-methyl-cyclopropanecarbonyl chloride, with stirring. After the addition of 2 drops of concentrated sulphuric acid, the reaction mixture is refluxed for another hour. Excess ethanol is subsequently distilled off, and the residue is dried and distilled under atmospheric pressure. In this manner, 14.2 g (87% of theory) of ethyl 2,2-difluoro-1-methyl-cyclopropane-carboxylate are obtained in form of a liquid of boiling point 141°-143° C.

Workup

  1. temperaturethe reaction mixture is refluxed for another hour
  2. distillationExcess ethanol is subsequently distilled off
  3. customthe residue is dried
  4. distillationdistilled under atmospheric pressure

Sources & evidence

ORD record
ord-edb393d224a240d7ae54d94966a2211c
Source dataset
uspto-grants-1992_03
Patent number
US05095147

Reaction notes

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