Potassium Iodide → HCID 20364077, compound

HRID 1679174Notes

Reaction equation

HRID 1679174 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([CH3:9])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+].Br[CH2:19][C:20](=[O:25])[C:21]([CH3:24])([CH3:23])[CH3:22]>CC(C)=O>[CH3:9][C:4]1[CH:3]=[C:2]([Cl:1])[CH:7]=[CH:6][C:5]=1[O:8][CH2:19][C:20](=[O:25])[C:21]([CH3:24])([CH3:23])[CH3:22]

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 148554-Chloro-2-methylphenolHCID 21642Bromopinacolone

Product 1

HCID 20364077HCID 20364077, compoundYield 79.1%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

283 g (2 mols) of 4-chloro-2-methylphenol, 300 g of potassium carbonate and 2g of potassium iodide are suspended in 2 l of anhydrous acetone and the mixture is heated to the boil. 359 g (2 mols) of bromopinacolone are then gradually added dropwise while stirring and the reaction mixture is heated for 5 hours under reflux. Thereafter, first the solvent and then the ketone are distilled off under reduced pressure. 381 g (79% of theory) of 1-(2-methyl-4-chlorophenoxy)-3,3-dimethyl-butan-2-one of boiling point 109°-112° C/0.1 mm are obtained.

Workup

  1. temperaturethe mixture is heated to the boil
  2. temperaturethe reaction mixture is heated for 5 hours
  3. temperatureunder reflux
  4. distillationThereafter, first the solvent and then the ketone are distilled off under reduced pressure

Sources & evidence

ORD record
ord-c06dcc0f382445f99ffcde4aa9448385
Source dataset
uspto-grants-1978_03
Patent number
US04079142

Reaction notes

Loading…