Sodium Iodide → HCID 14653165, compound

(S)-2-Chloro-(2′,4′-dichlorophenyl)-1-ethanol (4 g, 17.74 mmol) was dissolved in 100 mL of anhydrous acetone (4 Å molecular sieves). The solution was flushed with nitrogen, and NaI (12.75 g, 85.10 mmol) was added to the solution and the solution refluxed for 3.5 hours under nitrogen. Upon cooling to room temperature, the solution was poured into about 320 mL of hexanes/ethyl acetate (3:1), with stirring. The solution was then filtered to remove excess NaI which had precipitated. The filtrate was evaporated to dryness in vacuo to yield a yellow oil. The oil was decanted, the residue treated with ether, and the ether washings decanted from the solid NaI. The ether solutions were combined and evaporated to dryness. Upon removal of ether, the product was obtained as a yellow crystalline solid. Yield: 4.70 g (84%).

1. additionwas added to the solution
2. temperaturethe solution refluxed for 3.5 hours under nitrogen
3. filtrationThe solution was then filtered
4. customto remove excess NaI which
5. customhad precipitated
6. customThe filtrate was evaporated to dryness in vacuo
7. customto yield a yellow oil
8. customThe oil was decanted
9. additionthe residue treated with ether
10. customthe ether washings decanted from the solid NaI
11. customevaporated to dryness
12. customUpon removal of ether
13. customthe product was obtained as a yellow crystalline solid

ORD record

ord-c13cdea39af34ae489ed06c59d40f0a7

Source dataset

uspto-grants-2001_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06207695B1