Potassium Iodide → HCID 21297287, compound

HRID 34978

Reaction equation

HRID 34978 reaction equation
[CH2:1]([C:4]1[C:9]([Cl:10])=[C:8]([Cl:11])[CH:7]=[CH:6][C:5]=1[OH:12])[CH2:2][CH3:3].Br[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]([OH:22])=[O:21].C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>C(C(C)=O)C>[CH2:1]([C:4]1[C:9]([Cl:10])=[C:8]([Cl:11])[CH:7]=[CH:6][C:5]=1[O:12][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]([OH:22])=[O:21])[CH2:2][CH3:3]

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 1217237-Bromoheptanoic acidHCID 6003603,4-Dichloro-2-propylphenol

Product 1

HCID 21297287HCID 21297287, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A solution of 3.09 g. of 2-propyl-3,4-dichlorophenol, 3.1 g. of 7-bromoheptanoic acid, 3.1 g. of potassium carbonate, and 2.0 g. of potassium iodide in 50 ml. of methyl ethyl ketone was heated at reflux overnight. The reaction mixture was cooled to room temperature and evaporated in vacuo. Ethyl acetate and water were added to the residue and the layers were separated. Fresh water was added to the organic layer, the pH was adjusted to 2.0 with acid, and the layers were separated. The organic layer was washed with a saturated sodium chloride solution, filtered through sodium sulfate, and evaporated to dryness to give 4.68 g. of the desired title product.

Workup

  1. temperatureat reflux overnight
  2. customevaporated in vacuo
  3. additionEthyl acetate and water were added to the residue
  4. customthe layers were separated
  5. additionFresh water was added to the organic layer
  6. customthe layers were separated
  7. washThe organic layer was washed with a saturated sodium chloride solution
  8. filtrationfiltered through sodium sulfate
  9. customevaporated to dryness
  10. customto give 4.68 g

Sources & evidence

ORD record
ord-310b7c0479814ee9878d944c0f91516a
Source dataset
uspto-grants-1988_08
Patent number
US04764521

Linked notes

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