Potassium Iodide → HCID 54495420, compound

HRID 848948Notes

Reaction equation

HRID 848948 reaction equation
Br[CH2:2][CH:3]=[C:4]([CH3:6])[CH3:5].O[C:8]1[CH:13]=[CH:12][C:11]([C:14]([C:17]2[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=2)([CH3:16])[CH3:15])=[CH:10][CH:9]=1.[C:24](=[O:27])([O-])[O-].[K+].[K+].[I-].[K+]>CSC>[CH3:5][C:4]([CH3:6])=[CH:3][CH2:2][O:23][C:20]1[CH:21]=[CH:22][C:17]([C:14]([C:11]2[CH:12]=[CH:13][C:8]([O:27][CH2:24][CH:3]=[C:4]([CH3:6])[CH3:5])=[CH:9][CH:10]=2)([CH3:16])[CH3:15])=[CH:18][CH:19]=1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 6623Bisphenol AHCID 11430Potassium CarbonateHCID 700922-Butene, 1-bromo-3-methyl-

Product 1

HCID 54495420HCID 54495420, compoundYield 80.7%

Reagents, catalysts & solvents 1

HCID 1068Dimethyl SulfideSolvent

Conditions

Temperature
40 °C

Procedure

After a 300-ml flask was charged with 17.9 g (0.12 mol) of 1-bromo-3-methyl-2-butene and 11.4 g (0.05 mol) of bisphenol A to dissolve them in 100 ml of DMS, 16.6 g (0.12 mol) of anhydrous potassium carbonate and 19.9 g (0.12 mol) of potassium iodide were added, and the mixture was stirred for 10 hours at 40° C. Thereafter, the reaction mixture was cooled, and salts formed were removed by filtration, and the filtrate was concentrated. The resultant crude product was dissolved in 100 ml of dichloromethane, and the solution was washed each 3 times with a 5% aqueous solution of potassium hydroxide and saturated saline and dried over magnesium sulfate. The solvent was then distilled off to obtain 14.7 g of bisphenol A bis(3-methyl-2-butenyl) ether [the formula (70)].

Workup

  1. temperatureThereafter, the reaction mixture was cooled
  2. customsalts formed
  3. customwere removed by filtration
  4. concentrationthe filtrate was concentrated
  5. dissolutionThe resultant crude product was dissolved in 100 ml of dichloromethane
  6. washthe solution was washed each 3 times with a 5% aqueous solution of potassium hydroxide and saturated saline
  7. dry with materialdried over magnesium sulfate
  8. distillationThe solvent was then distilled off

Sources & evidence

ORD record
ord-bc43601d5f4b49d2b1da5bfa36536ddb
Source dataset
uspto-grants-2000_01
Patent number
US06010826

Reaction notes

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