[malviyangr]

Hi,
I am working on a reaction of a sodium salt of acetylacetone and 2,4,6-trimethylenebromo mesitylene in the presence of potassium iodide in ether. I took sodium salt in ether and added bromo compound in ether dropwise into it. And kept on stirring at room temperature. I want to ask, am i going in the right direction? Or what about the Chloroform as the solvent?
help me!!!!!!!!!please....

[Vidya]

Hi
Sodium salt will be insoluble in ether

[malviyangr]

yes, i know...sodium salt will be insoluble in ether...but according to my knowledge.. sodium salt will be soluble on addition of bromo compound dropwise....or should i use some other solvent????thanks for any suggestion..

[orgopete]

As written, that won't react. You cannot displace an unactivated aryl bromide with an enolate. If the one of the methyl groups were a nitro, then it could go by addition-elimination.

[Kadabrium]

hi that's not aryl bromide but sth like BrCH2Ar..
 i think they can react just in water..

[orgopete]

Use an SN2 solvent. This looks pretty simple so I don't think you need to use DMSO or DMF, but I agree that ether is pushing it. I'd probably just use alcohol.