Sodium Iodide → (4-Iodobutyl)benzene

Temperature

70 °C

Sodium iodide (8.9 g, 59.2 mol) and 4-phenyl-1-chlorobutane (5.0 g, 29.6 mol) were added to acetone (29.6 mL) at rt. The mixture was heated to 70° C. for 12 h. The resulting solution was gravity filtered to remove salts. The solvent was removed under reduced pressure and excess salts were dissolved in water (100 mL). Hexane (100 mL) was added to the aqueous mixture. The phases were separated and the organic phase was washed with saturated sodium bisulfite solution (3×50 mL), treated with decolorizing carbon, and gravity filtered. The organic layer was then dried (MgSO4), filtered, and concentrated in vacuo to afford 4-phenyl-1-iodobutane (6.94 g, 90%).

1. filtrationfiltered
2. customto remove salts
3. customThe solvent was removed under reduced pressure and excess salts
4. dissolutionwere dissolved in water (100 mL)
5. additionHexane (100 mL) was added to the aqueous mixture
6. customThe phases were separated
7. washthe organic phase was washed with saturated sodium bisulfite solution (3×50 mL)
8. additiontreated with decolorizing carbon, and gravity
9. filtrationfiltered
10. dry with materialThe organic layer was then dried (MgSO4)
11. filtrationfiltered
12. concentrationconcentrated in vacuo

ORD record

ord-35dd718adecc441e8925b62043c21c2b

Source dataset

uspto-grants-1999_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05886043