Water → HCID 13556591, compound

HRID 638607Notes

Reaction equation

HRID 638607 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]([CH2:24][CH3:25])([CH3:23])[CH2:20][CH2:21][Cl: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]([CH2:24][CH3:25])([CH3:23])[CH2:20][CH2:21][Cl:22])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962Water2×HCID 46844-ChlorophenolHCID 11430Potassium CarbonateHCID 13556589HCID 13556589, compound

Product 1

HCID 13556591HCID 13556591, compoundYield 71.8%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Conditions

Temperature
100 °C

Procedure

79.7 g (0.62 mole) of 4-chlorophenol and 85.6 g (0.62 mole) of potassium carbonate in 600 ml of toluene are heated under reflux for 2 hours, using a water separator. 104 g (0.53 mole) of 1,5-dichloro-3-ethyl-3-methyl-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 stirred with 500 ml of water. The organic phase is separated off, washed with dilute sodium hydroxide solution and with water, dried over sodium sulphate and concentrated. 110 g (71.8% of theory) of 1-(4-chlorophenoxy)-5-chloro-3-ethyl-3-methyl-2-pentanone of refractive index nD20 1.5092 are obtained. ##STR101##

Workup

  1. temperatureunder reflux for 2 hours
  2. temperatureto cool
  3. customThe organic phase is separated off
  4. washwashed with dilute sodium hydroxide solution and with water
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-927c973d843b4b7995d6601957d7292b
Source dataset
uspto-grants-1985_12
Patent number
US04562198

Reaction notes

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