Sodium Iodide → HCID 257909, compound

HRID 2292192Notes

Reaction equation

HRID 2292192 reaction equation
[OH:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.[I-].[Na+].[CH2:18](Cl)[C:19](=[CH2:21])[CH3:20].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:20]([O:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:7])=[CH:14][CH:15]=1)[C:19](=[CH2:18])[CH3:21]

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 112413-Chloro-2-methyl-1-propeneHCID 11430Potassium CarbonateHCID 143474-Hydroxybenzophenone

Product 1

HCID 257909HCID 257909, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 34 g of 4-hydroxybenzophenone, 1.0 g of sodium iodide, 18.7 ml of methallyl chloride, and 25 g of potassium carbonate in 350 ml of acetone was refluxed for 96 h. After cooling the reaction mixture was filtered, concentrated, dissolved in methylene chloride, washed with sodium hydroxide solution, washed with water, dried over magnesium sulfate, and concentrated to obtain crystalline product; 41.6 g; M.P.~85°-86.5° C.

Workup

  1. temperaturewas refluxed for 96 h
  2. temperatureAfter cooling the reaction mixture
  3. filtrationwas filtered
  4. concentrationconcentrated
  5. dissolutiondissolved in methylene chloride
  6. washwashed with sodium hydroxide solution
  7. washwashed with water
  8. dry with materialdried over magnesium sulfate
  9. concentrationconcentrated
  10. customto obtain crystalline product

Sources & evidence

ORD record
ord-60c3aaeda3704ef69518772743162100
Source dataset
uspto-grants-1989_01
Patent number
US04801610

Reaction notes

Loading…