Ethanol → HCID 14699640, compound

HRID 467326Notes

Reaction equation

HRID 467326 reaction equation
[F:1][CH:2]1[CH2:4][C:3]1([CH3:8])[C:5](Cl)=[O:6].[CH2:9]([OH:11])[CH3:10]>S(=O)(=O)(O)O>[F:1][CH:2]1[CH2:4][C:3]1([CH3:8])[C:5]([O:11][CH2:9][CH3:10])=[O:6]

Participants

4

Reactant 2

HCID 702EthanolHCID 14699639HCID 14699639, compound

Product 1

HCID 14699640HCID 14699640, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

40 ml of ethanol are added dropwise at 20° C. and with stirring to 20 g (0.12 mol) of 2-fluoro-1-methylcyclopropane-carbonyl chloride (cis/trans mixture). After the addition of 2 drops of concentrated sulphuric acid, the reaction mixture is refluxed for one hour. Excess ethanol is subsequently distilled off, and the residue is dried and distilled under reduced pressure. In this manner, 18.4 g (85% of theory) of ethyl 2-fluoro-1-methyl-cyclopropanecarboxylate (cis/trans mixture) are obtained in the form of a liquid of boiling point 42-45° C. at 18 mbar.

Workup

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

Sources & evidence

ORD record
ord-69265a553a164837ae2b3c7539eb25fe
Source dataset
uspto-grants-1992_10
Patent number
US05159111

Reaction notes

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