Dichloromethane → HCID 53796796, compound

HRID 354697Notes

Reaction equation

HRID 354697 reaction equation
S(Cl)(Cl)=[O:2].[CH:5]([CH:14]1[C:16]([CH3:18])([CH3:17])[CH2:15]1)=[CH:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13].[CH2:19]([Cl:21])Cl>CN(C)C=O>[CH:5]([CH:14]1[C:16]([CH3:17])([CH3:18])[CH:15]1[C:19]([Cl:21])=[O:2])=[CH:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 24386Thionyl ChlorideHCID 70519876HCID 70519876, compound

Product 1

HCID 53796796HCID 53796796, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Procedure

2 drops of dimethylformamide and then 11.2 g (0.095 mol) of thionyl chloride were added to a solution of 16.8 g (0.07 mol) of 2-(1-nonen-1-yl)-3,3-dimethylcyclopropane acid in 80 ml of methylene chloride. The mixture was then boiled under reflux for 1 hour, the solvent is distilled off in vacuo and the residue was distilled in vacuo. 16 g (89% of theory) of 2-(1-nonen-1-yl)-3,3-dimethylcyclopropanecarboxylic acid chloride with a boiling point of 110°/0.5 mm Hg were obtained in this manner.

Workup

  1. temperatureunder reflux for 1 hour
  2. distillationthe solvent is distilled off in vacuo
  3. distillationthe residue was distilled in vacuo

Sources & evidence

ORD record
ord-fc32335ae2044bb0b5889898c540be06
Source dataset
uspto-grants-1983_03
Patent number
US04376786

Reaction notes

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