Reaction #81759

Reaction equation

2-methanesulfonyloxynonane

triiodophenol

potassium carbonate

2-(2,4,6-triiodophenoxy)pentadecane

2-(2,4,6-triiodophenoxy)pentadecane

→

2-(2,4,6-triiodophenoxy)nonane

Yield 68.0%

Solvents

DMF

—

hexanes

Conditions

Workup

1. 1
   Otherto provide a light brown oil

Procedure

The 2-methanesulfonyloxynonane (22.8 g, 102 mmol), triiodophenol (48.8 g, 103 mmol) and potassium carbonate (14.2 g, 103 mmol) were reacted in DMF (206 ml) as per 2-(2,4,6-triiodophenoxy)pentadecane except at an oil bath temperature of 82° C. for 14 hrs. The reaction was processed as for 2-(2,4,6-triiodophenoxy)pentadecane to provide a light brown oil. Flash column chromatography (silica, hexanes) provided 2-(2,4,6-triiodophenoxy)nonane (40.8 g, 68.0%).

Source