Why not use a Grignard-Approach using Mg?

Hi Sameer,

Alkyl halide (chloride) has ability to react with silver nitrate solution, forming silver chloride coloring the solution as white tribute ,and leaving the alkyl cation at room temperature. thus you can add silver nitrate solution to your reaction mixture and do your reaction as you are doing it. 

Dear Sameer,

You can make Grignard reagent  by adding your alkyl halide to small bits of magnesium in a flask containing diethyl ether. However, this reaction takes place by refluxing the mixture over a water bath for 20 - 30 minutes.

Alternatively, you can react your alkyl halide with a metal like Na, K, or Li ; usually these reactions take place at low temperatures.in dry THF or dry Dooxane.

Hoping this will be helpful,

Rafik

Dear Michael,

I agree with you that the question is not clear. It might be due to the fact that the person does not write or write fluent English.

My answer on Grignard was pointed to Benjamin who responded to Sameer's question.

Since I am an Arab I can understand the English of Arabs. It might be difficult for you to understand the English of Arabs since you are NOT an Arab.

Hoping that I clarified the point,

Rafik

If one consider the "mild carbon cation" in terms SN1 reactivity the solvent of choice is trifluoroethanol or better hexafluoroisopropanol without any additive.

Grignard reagents generate car anions, not cations, so not sure why this is being suggested.  Sameer: what product are you trying to make?  That would help people give appropriate answers.  Thallium(I) also abstracts chloride, but I doubt it is less expensive depending on your location.  

Silver seems to be uniquely effective in inducing organic halides to dissociate.  Lead and mercury are cheaper, but less effective, and hardly desirable as alternatives.

I think silver reagents are needlessly costly, given that silver metal is ca. $0.50/g  If you need a significant amount of silver nitrate, you can make your own from the metal.

dear guys, especially micheal and rafik

thanks for your valuable suggestions and it seems that i have triggered a kind of War here . let me tell you, i have no problem expressing myself in English to a major extent (as its not my mother tongue, some time i do but, sure not this time).  i could not put out complete details as i'm instructed so (secrecy of our project, hope you guys understand), i have tried to breif my issue to the chemistry fraternity.  all i can say is i'm trying an silyl ether alkylation using stoichiometric amount of silver salt.  since last six months i'm desperately trying to replace silver  or atleast bring the temperature near zero, as it does't work above -40 degrees (literature suggest).   

thank you sir @Joseph S Merola. Thallium products are costlier here in India. 

@Abaev Vladimir, the literature suggest the reaction is essential SN2 type. can the replacement still help me?

@James Demers & @salim Y Hanna, i have tried out AgNO3 with no success. 

hope i'm clear a bit now. once again, i'm grateful to every suggestion post here.  

One often gets "answers" from people who seem not to have read the question - it's an odd phenomenon.

Is this a silyl enol ether alkylation?  That makes a bit more sense to me than "silyl ether alkylation."  If not, maybe you can give a ref to the "literature" you mention.

@james demers

here is a ref 

http://www.sciencedirect.com/science/article/pii/0040403994850550

Sameer, I think in the article you posted, the use of the specific silver salt, silver trifluoroacetate, is important.  Also, depending on your substrates, the use of low temperature may or may not be important.  Note, at least from my reading, that the temperature affects the isomer formation.  If you don't have the same isomer issues, then higher temperatures may work.  Again, without knowing the specifics of your particular reaction, it is difficult to answer.

sir @Joseph S Merola here is the link. i have tried to  increase the temp from -78 to -10 but the spot formed was not clear. but when i tried at -78 the reaction was clean and quantitative. 

http://pubs.rsc.org/en/content/articlelanding/1988/c3/c39880000364/unauth#!divAbstract

Cu (II) and other ions with good affinity to halogen For inspiration see article

https://www.researchgate.net/publication/270757520_A_Simplified_Protocol_for_Routine_Chemoselective_Syntheses_of_Piperazines_Substituted_In_the_1-Position_by_an_Electron_Withdrawing_Group?ev=prf_pub

or better thesis

https://www.researchgate.net/publication/279442872_Direct_N1-monosubstitutions_of_piperazine_and_applications_of_their_product_in_syntheses?ev=prf_pub

Article A Simplified Protocol for Routine Chemoselective Syntheses o...

Thesis Direct N1-monosubstitutions of piperazine and applications o...

 thank you @Pavel Pazdera