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Ethanol → HCID 14699637, compound

HRID 467325
Notes
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Reaction equation

HRID 467325 reaction equation
[F:1][C:2]1([Cl:9])[CH2:4][C:3]1([CH3:8])[C:5]([OH:7])=[O:6].S(=O)(=O)(O)O.[CH2:15](O)[CH3:16]>>[F:1][C:2]1([Cl:9])[CH2:4][C:3]1([CH3:8])[C:5]([O:7][CH2:15][CH3:16])=[O:6]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 14699634128230-79-5

Product 1

HCID 14699637HCID 14699637, compoundYield 79%

Procedure

44 ml of ethanol are added at room temperature and with stirring to 43 g (0.28 mol) of 2-fluoro-2-chloro-1-methyl-cyclopropanecarboxylic acid. After the addition of sulphuric acid, the reaction mixture is refluxed for 16 hours. Excess ethanol is subsequently distilled off and the residue is dried and distilled under reduced pressure. In this manner, 40 g (79% of theory) of ethyl 2-fluoro-2-chloro-1-methyl-cyclopropane-carboxylate are obtained in the form of a liquid of boiling point 62-63° C./ 17 mbzr.

Workup

  1. temperaturethe reaction mixture is refluxed for 16 hours
  2. distillationExcess ethanol is subsequently distilled off
  3. customthe residue is dried
  4. distillationdistilled under reduced pressure

Sources & evidence

ORD record
ord-59aae24601d242cc81d849ca2dccf218
Source dataset
uspto-grants-1992_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05159111

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes