Potassium Iodide → HCID 12531857, compound

HRID 1704056Notes

Reaction equation

HRID 1704056 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([CH3:11])([CH3:10])[CH3:9])[CH:5]=[CH:4][C:3]=1[OH:12].C[O-].[Na+].[I-].[K+].Br[CH:19]([C:24]1[CH:29]=[CH:28][C:27]([O:30][C:31]2[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][CH:32]=2)=[CH:26][CH:25]=1)[C:20]([O:22][CH3:23])=[O:21]>CO.C1C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([CH3:9])([CH3:11])[CH3:10])[CH:5]=[CH:4][C:3]=1[O:12][CH:19]([C:24]1[CH:29]=[CH:28][C:27]([O:30][C:31]2[CH:32]=[CH:33][C:34]([Cl:37])=[CH:35][CH:36]=2)=[CH:26][CH:25]=1)[C:20]([O:22][CH3:23])=[O:21]

Participants

7

Reactant 4

HCID 4875Potassium IodideHCID 73804-tert-Butyl-2-chlorophenolHCID 10942334Sodium MethoxideHCID 20392594Methyl alpha-Bromo-alpha-[p-(p-chlorophenoxy)phenyl]acetate

Product 1

HCID 12531857HCID 12531857, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 887MethanolSolvent

Procedure

To a solution of 4.62 g of 2-chloro-4-tert-butylphenol, 1.188 g of sodium methoxide and 50 mg of potassium iodide in 40 ml of methanol is added 7.11 g of methyl α-bromo-α-[p-(p-chlorophenoxy)phenyl]acetate in 10 ml of benzene. The mixture is heated at reflux overnight. The mixture is worked up as described in Example 68 to yield a yellow oil. Chromatography on 100 g of silica gel (benzene, 400 ml) affords an oil which solidifies. Recrystallization from hexane yields white plates, mp 85.5°-88° C.

Workup

  1. temperatureThe mixture is heated
  2. temperatureat reflux overnight
  3. customto yield a yellow oil
  4. customChromatography on 100 g of silica gel (benzene, 400 ml) affords an oil which
  5. customRecrystallization from hexane
  6. customyields white plates, mp 85.5°-88° C.

Sources & evidence

ORD record
ord-1fd24fcf276b4605b5f75ce4563589d6
Source dataset
uspto-grants-1978_11
Patent number
US04125729

Reaction notes

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