Potassium Carbonate → HCID 20364077, compound

HRID 1282731Notes

Reaction equation

HRID 1282731 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+].Br[CH2:17][C:18](=[O:23])[C:19]([CH3:22])([CH3:21])[CH3:20]>CC(C)=O.[I-].[K+]>[CH3:9][C:4]1[CH:3]=[C:2]([Cl:1])[CH:7]=[CH:6][C:5]=1[O:8][CH2:17][C:18](=[O:23])[C:19]([CH3:22])([CH3:21])[CH3:20]

Participants

6

Reactant 3

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

Product 1

HCID 20364077HCID 20364077, compoundYield 79.1%

Reagents, catalysts & solvents 2

HCID 4875Potassium IodideCatalystHCID 180AcetoneSolvent

Procedure

283 g (2 moles) of 4-chloro-2-methylphenol, 300 g of potassium carbonate and 2 g of potassium iodide were suspended in 2 l of anhydrous acetone and the suspension was heated to the boil. 359 g (2 moles) of bromopinacolone were then gradually added dropwise, while stirring, and the reaction mixture was heated for 5 hours under reflux. Thereafter, first the solvent, and then the ketone were 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 were obtained.

Workup

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

Sources & evidence

ORD record
ord-e12dd0333f3248df970bf624e5463279
Source dataset
uspto-grants-1976_08
Patent number
US03972892

Reaction notes

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