Reaction #5510

Reaction equation

t-Butyl methyl 7-bromoheptylmalonate

Sodium iodide

→

t-butyl methyl 7-iodoheptylmalonate

Solvents

acetone

Conditions

Workup

1. 1
   Temperatureat reflux for 2 hours
2. 2
   FiltrationThe reaction mixture is filtered
3. 3
   Concentrationthe filtrate is concentrated to dryness
4. 4
   workup.DISSOLUTIONThe residue is dissolved in methylene chloride
5. 5
   Filtrationfiltered again
6. 6
   ConcentrationThe filtrate is concentrated to dryness

Procedure

t-Butyl methyl 7-bromoheptylmalonate (8.81 g, 25.1 mmol) is dissolved in acetone (50 ml). Sodium iodide (3.7 g, 25.1 mmol) is added and the mixture is stirred at reflux for 2 hours. The reaction mixture is filtered and the filtrate is concentrated to dryness. The residue is dissolved in methylene chloride and filtered again. The filtrate is concentrated to dryness to give t-butyl methyl 7-iodoheptylmalonate as an oil.

Source