Water → HCID 13556592, compound

HRID 638612Notes

Reaction equation

HRID 638612 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].O.Cl[CH2:17][C:18](=[O:26])[C:19]([CH3:25])([CH3:24])[CH:20]([Br:23])[CH2:21][Br:22]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:17][C:18](=[O:26])[C:19]([CH3:25])([CH3:24])[CH:20]([Br:23])[CH2:21][Br:22])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 46844-ChlorophenolHCID 11430Potassium CarbonateHCID 20252734HCID 20252734, compound

Product 1

HCID 13556592HCID 13556592, compoundYield 63.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Conditions

Temperature
100 °C

Procedure

70.7 g (0.55 mole) of 4-chlorophenol and 75.9 g (0.55 mole) of potassium carbonate are heated under reflux in 500 ml of toluene for 2 hours, using a water separator. 133 g (0.433 mole) of 1-chloro-4,5-dibromo-3,3-dimethyl-2-pentanone in 100 ml of toluene are then added at 70° C. The reaction mixture is stirred at 100° C. for 5 hours and is then allowed to cool, and is washed with water and dilute sodium hydroxide solution, dried over sodium sulphate and concentrated. 109.2 g (63.3% of theory) of 1-(4-chlorophenoxy)-4,5-dibromo-3,3-dimethyl-2-pentanone of refractive index nD20 1.5363 are obtained. ##STR108##

Workup

  1. temperatureto cool
  2. washis washed with water and dilute sodium hydroxide solution
  3. dry with materialdried over sodium sulphate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-9c416164376641e7ba587204147b7758
Source dataset
uspto-grants-1985_12
Patent number
US04562198

Reaction notes

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