Sodium Iodide → (5-Iodo-pentyl)-cyclohexane

Temperature

60 °C

A mixture of (5-bromo-pentyl)-cyclohexane (2 gm, 8.58 mmol) in acetone (20 ml), and sodium iodide (2.57 g, 17.15 mmol) was heated at 60° C. for 12 hrs and then cooled to room temperature. The solvent was evaporated, the residue was taken up in EtOAc (30 ml), washed with water (20 ml) and then brine (30 ml). The organic layer was separated, dried over anhydrous sodium sulfate and solvent was removed under reduced pressure. The crude product was purified by column chromatography using hexane as an eluent to yield an oily liquid (1.36 gm). 1H NMR (CDCl3): δ 0.8 (t, 2H, J=10.2 Hz), 1.00-1.38 (m, 9H), 1.52-168 (m, 6H), 1.70-1.80 (m, 2H), 3.10 (t, 2H, J=6.9 Hz).

1. temperaturecooled to room temperature
2. customThe solvent was evaporated
3. washwashed with water (20 ml)
4. customThe organic layer was separated
5. dry with materialdried over anhydrous sodium sulfate and solvent
6. customwas removed under reduced pressure
7. customThe crude product was purified by column chromatography

ORD record

ord-e4449c8d7f934536906728219e3fe949

Source dataset

uspto-grants-2012_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08158646B2