Sodium Iodide → HCID 86721091, compound

HRID 1396314Notes

Reaction equation

HRID 1396314 reaction equation
Cl[CH2:2][CH2:3][CH:4]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([Cl:12])[CH:7]=1)[OH:5].[I-:13].[Na+]>>[Cl:12][C:8]1[CH:7]=[C:6]([CH:4]([OH:5])[CH2:3][CH2:2][I:13])[CH:11]=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 5238Sodium IodideHCID 22621587HCID 22621587, compound

Product 1

HCID 86721091HCID 86721091, compoundYield 94.6%

Procedure

To 3-chloro-1-(3-chlorophenyl)propan-1-ol (2.85 g, 13.90 mmol) was added sodium iodide (2.66 M in dry acetone) (21 mL, 55.9 mmol) and the mixture was placed under nitrogen and brought to reflux for overnight. After overnight stirring, the solvent was removed under reduced pressure. The residue was taken up in Et2O and water and the phases separated. The organic layer was washed further with water and brine. The organic layer was then dried (Na2SO4), filtered and evaporated to give the desired product as colorless oil (3.9 g, 94%).

Workup

  1. temperatureto reflux for overnight
  2. customthe solvent was removed under reduced pressure
  3. customwater and the phases separated
  4. washThe organic layer was washed further with water and brine
  5. dry with materialThe organic layer was then dried (Na2SO4)
  6. filtrationfiltered
  7. customevaporated

Sources & evidence

ORD record
ord-2378c9970b0d41bea69beb687be5c689
Source dataset
uspto-grants-2014_12
Patent number
US08901115B2

Reaction notes

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