Reaction #2053488

Reaction equation

diethyl azodicarboxylate

8-fluoro-3-iodocinnolin-4(1H)-one

3-methoxy-3-methylbutan-1-ol

triphenylphosphine

→

expected compound

8-Fluoro-3-iodo-1-(3-methoxy-3-methylbutyl)cinnolin-4(1H)-one

Solvents

THF

Conditions

Workup

1. 1
   workup.WAITthe mixture is left
2. 2
   ConcentrationThe reaction mixture is concentrated under vacuum
3. 3
   Otherthe residue is chromatographed on silica gel, elution

Procedure

A mixture of 0.72 g of 8-fluoro-3-iodocinnolin-4(1H)-one and 0.48 ml of 3-methoxy-3-methylbutan-1-ol in 20 ml of THF is cooled to 5° C., 0.97 g of triphenylphosphine is added and then 0.65 g of diethyl azodicarboxylate is slowly added, and the mixture is left stirring overnight at AT. The reaction mixture is concentrated under vacuum and the residue is chromatographed on silica gel, elution being carried out with the cyclohexane/AcOEt mixture (75/25; v/v) and then with AcOEt. The expected compound is obtained.

Source