Thionyl Chloride → HCID 14074787, compound

HRID 2305826Notes

Reaction equation

HRID 2305826 reaction equation
[Cl:1][C:2]1([Cl:11])[CH:4]([CH3:5])[C:3]1([CH2:9][CH3:10])[C:6](O)=[O:7].S(Cl)([Cl:14])=O>C1(C)C=CC=CC=1>[Cl:1][C:2]1([Cl:11])[CH:4]([CH3:5])[C:3]1([CH2:9][CH3:10])[C:6]([Cl:14])=[O:7]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 14074815HCID 14074815, compound

Product 1

HCID 14074787HCID 14074787, compoundYield 102.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To generate the acyl chloride, 19.7 g (0.1 mol) of 2,2-dichloro-1-ethyl-3-methylcyclopropane-1-carboxylic acid were dissolved in toluene, and 36.9 g (0.31 mol) of thionyl chloride were added. After a reaction time of 5 hours at reflux, the mixture was stirred at room temperature for a further 14 hours. The reaction solution was concentrated using water pump vacuum. 22 g of a brown liquid were isolated as crude product. This was not purified prior to further use.

Workup

  1. temperatureAfter a reaction time of 5 hours at reflux
  2. concentrationThe reaction solution was concentrated

Sources & evidence

ORD record
ord-580d550bc991456180f6cd2ab13896e1
Source dataset
uspto-grants-2002_08
Patent number
US06441044B1

Reaction notes

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