Sodium Iodide → HCID 14653166, compound

HRID 1533119Notes

Reaction equation

HRID 1533119 reaction equation
Cl[CH2:2][C@@H:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:6]=1[Cl:12])[OH:4].[Na+].[I-:14]>CC(C)=O>[I:14][CH2:2][C@@H:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:6]=1[Cl:12])[OH:4]

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 7003711(R)-2-chloro-1-(2,4-dichlorophenyl)ethan-1-ol

Product 1

HCID 14653166HCID 14653166, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

(R)-2-Chloro-(2′,4′-dichlorophenyl)-1-ethanol (1.95 g, 8.65 mmol) was dissolved in 60 mL of anhydrous acetone (4A molecular sieves). Then NaI (7 g, 46.70 mmol) was added to the solution and the solution refluxed for 3 hours under nitrogen. Upon cooling to room temperature, the solution was poured into 160 mL of hexanes/ethyl acetate (3:1), and filtered to remove excess NaI which had precipitated. The filtrate was evaporated to dryness in vacuo, and the residue treated with ether and decanted from the solid NaI. Upon removal of ether, the product was obtained as white solid. Yield: 2.40 g (88%).

Workup

  1. temperaturethe solution refluxed for 3 hours under nitrogen
  2. filtrationfiltered
  3. customto remove excess NaI which
  4. customhad precipitated
  5. customThe filtrate was evaporated to dryness in vacuo
  6. additionthe residue treated with ether
  7. customdecanted from the solid NaI
  8. customUpon removal of ether
  9. customthe product was obtained as white solid

Sources & evidence

ORD record
ord-2b87212efe9f4d39b621d86a8cfdfe42
Source dataset
uspto-grants-2001_03
Patent number
US06207695B1

Reaction notes

Loading…