Sodium Iodide → N-2-[4-Iodophenoxy]ethyldodecylamine

A mixture of dodecylamine (30 g, 162 mmol), diisopropylethylamine (22 ml, 128 mmol), sodium iodide (1.3 g, 8.5 mmol), 1-[2-bromoethoxy]-4-iodobenzene (13.9 g, 42.5 mmol) and isopropanol (250 ml) was stirred and refluxed for 24 h. After cooling to r.t., the mixture was filtered, washed with dichloromethane and concentrated in vacuo . The residue was chromatographed on silica gel (dichloromethane/methanol 50:1 to 20:1) to afford the title compound (15 g, 82%) as a white solid.

1. temperaturerefluxed for 24 h
2. filtrationthe mixture was filtered
3. washwashed with dichloromethane
4. concentrationconcentrated in vacuo
5. customThe residue was chromatographed on silica gel (dichloromethane/methanol 50:1 to 20:1)

ORD record

ord-f4d7d09e7d0f4fc2bd558c8de9ddec29

Source dataset

uspto-grants-2002_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06350892B1