Sodium Iodide → 1-Chloro-2-(iodomethyl)benzene

A mixture of 2-chlorophenylmethylbromide (4 g, 19.47 mmol) and NaI (14 g, 97.33 mmol) in acetone (40 ml) was stirred under reflux for 1 hour. The reaction mixture was cooled, filtered and concentrated in vacuo. The residue was triturated with hexane and filtered. The solution was concentrated in vacuo, and the resulting oil purified by flash cnromatography (silica, hexane) to afford the title compound (4.67 g, 63%) as an oil: 1H NMR (CDCl3) δ7.34 (4H, m), 4.54 (2H, s).

1. temperatureunder reflux for 1 hour
2. temperatureThe reaction mixture was cooled
3. filtrationfiltered
4. concentrationconcentrated in vacuo
5. customThe residue was triturated with hexane
6. filtrationfiltered
7. concentrationThe solution was concentrated in vacuo
8. customthe resulting oil purified by flash cnromatography (silica, hexane)

ORD record

ord-8611708aa96f4a53968a7aadb6ce514b

Source dataset

uspto-grants-2002_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06423840B1