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

HRID 258185

Reaction equation

HRID 258185 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 dropwise 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-4508dfb168c9441fa93e28d42cbd2758
Source dataset
uspto-grants-1993_11
Patent number
US05264632

Linked notes

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