Potassium Hydroxide → HCID 20497061, compound

HRID 1863279Notes

Reaction equation

HRID 1863279 reaction equation
[O:1]([CH:8]([C:13]1[CH:18]=[CH:17][C:16]([O:19][C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=2)=[CH:15][CH:14]=1)[C:9]([O:11]C)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[K+]>CO>[O:1]([CH:8]([C:13]1[CH:18]=[CH:17][C:16]([O:19][C:20]2[CH:21]=[CH:22][C:23]([Cl:26])=[CH:24][CH:25]=2)=[CH:15][CH:14]=1)[C:9]([OH:11])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 12531844HCID 12531844, compound

Product 1

HCID 20497061HCID 20497061, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4.4 g of methyl α-(phenoxy)-α-[p-(p-chlorophenoxy)phenyl]acetate, 27 g of 20% KOH, and 20 ml of methanol is refluxed overnight. After cooling to room temperature, the methanol is removed at reduced pressure. The residue is dissolved in 100 ml of H2O and extracted with 100 ml of ether. The aqueous layer is acidified with concentrated HCl and a yellow oil separates. The mixture is extracted with two 50 ml portions of chloroform. The combined extracts are washed with 50 ml of water and saturated brine and dried over MgSO4. Evaporation of the solvent at reduced pressure affords the product as a white solid, mp 114°-115.5° C., after trituration with petroleum ether.

Workup

  1. temperatureis refluxed overnight
  2. customthe methanol is removed at reduced pressure
  3. dissolutionThe residue is dissolved in 100 ml of H2O
  4. extractionextracted with 100 ml of ether
  5. extractionThe mixture is extracted with two 50 ml portions of chloroform
  6. washThe combined extracts are washed with 50 ml of water and saturated brine
  7. dry with materialdried over MgSO4
  8. customEvaporation of the solvent at reduced pressure

Sources & evidence

ORD record
ord-c4d0a7da038d4f97a7f13ce7788f96b1
Source dataset
uspto-grants-1979_09
Patent number
US04168385

Reaction notes

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