Sodium Iodide → HCID 90200042, compound

HRID 516202Notes

Reaction equation

HRID 516202 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]([OH:12])[CH2:9][CH2:10][I:11])[CH:5]=[CH:6][CH:7]=1.ClCCC(C1C=CC=C(Cl)C=1)O.[I-].[Na+]>>[Cl:1][C:2]1[CH:3]=[C:4]([C@H:8]([OH:12])[CH2:9][CH2:10][I:11])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 5238Sodium IodideHCID 22621587HCID 22621587, compoundHCID 86721091HCID 86721091, compound

Product 1

HCID 90200042HCID 90200042, compoundYield 94%

Procedure

1-(3-Chlorophenyl)-3-iodopropan-1-ol: 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-a34e6d52ba4842bb81f2c44645e98978
Source dataset
uspto-grants-2015_08
Patent number
US09108981B2

Reaction notes

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