Sodium Iodide → HCID 20336138, compound

HRID 1706509Notes

Reaction equation

HRID 1706509 reaction equation
Cl/[CH:2]=[CH:3]/[C:4](=[O:15])[C:5]([CH3:14])([CH3:13])[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[I-:16].[Na+]>CC(C)=O>[I:16]/[CH:2]=[CH:3]/[C:4](=[O:15])[C:5]([CH3:14])([CH3:13])[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 20336135HCID 20336135, compound

Product 1

HCID 20336138HCID 20336138, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 5.7 g. of 1-chloro-4,4-dimethyl-5-phenyl-trans-1-penten-3-one in 30 ml. of dry acetone was treated with 4.3 g. of sodium iodide and refluxed under nitrogen for 20 hours. The mixture was cooled, filtered and evaporated. The residue was dissolved in ether, washed with water and dried with magnesium sulfate. Evaporation of the solvent gave 7.6 g. of the title product as an oil, λmaxfilm 3.5, 5.91, 6.4, 6.68, 6.80, 7.7, 9.3, 9.56, 10.0, 10.58, 13.4 and 14.2 μ.

Workup

  1. temperatureThe mixture was cooled
  2. filtrationfiltered
  3. customevaporated
  4. dissolutionThe residue was dissolved in ether
  5. washwashed with water
  6. dry with materialdried with magnesium sulfate
  7. customEvaporation of the solvent
  8. customgave 7.6 g

Sources & evidence

ORD record
ord-a5d40debdb07495080d76484d8adb8cb
Source dataset
uspto-grants-1980_06
Patent number
US04207419

Reaction notes

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