Grignard variations, these work?

[alchemy_bee]

I was looking at this novle route to p2p:
https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000302826-file_efnm.gif" title="View this image">

This also caught my eye:

Phenyl-2-Propanone from Benzylchloride (via Bn2Zn or Bn2Cd)
2 PhCH2MgCl + CdCl2 => (PhCH2)2Cd + 2 MgCl2
(PhCH2)2Cd + Ac2O => 2 PhCH2COCH3 + CdO
...80-90% yield

Would somthing like this work?

https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000302826-file_wnte.gif" title="View this image">

Can a bee be visa vis its entity when half a bee philosophically must ipso facto half not be?

[alchemy_bee]

Also if you imine magnesium salt (=NMgCl), would Methyl Chloride gas substitute in to yield a  =N-CH3 + MgCl2?

This would be great, sort of a double grignard if starting from Benzyl chloride + Mg + acetonitrile to give the  intermediate phenyl-2-propanone imine magnesium salt, expose to Methyl Chloride gas and then reduce.

Inputs please




Can a bee be visa vis its entity when half a bee philosophically must ipso facto half not be?

[Rhodium]

Nope, none of your proposed reactions work.

[Bozakium]

Alchummybee: If you like playing with organocadmium compounds, I put one up on the meth synth contest thread a few mos. back. Theyre from a textbook so might bee viable.
--Bz138

[alchemy_bee]

Bozakium: I was just going down phenylacetone.html on Rhodiums site looking for new ideas.

Grignard reactions are very interesting technology. Using somthing as simple as benzyl chloride as a starting material and getting p2p in reasonable yield is awsome.

I dont know much about chemistry yet but have desier to understand all the mechanisms in detail of the reactions im reading and learn as i go.

After a weekend of brewing up that idea the next thing i would like to know is why =NMgCl group and no longer be tweeked with while maintaining the imine.

Using NaBH4 on the imine Mg salt is a great one pot prosedure to benny, Im very interseted to find out if there is any way to use the nature of imine salt to add a methyl group in such a one pot way


Can a bee be visa vis its entity when half a bee philosophically must ipso facto half not be?

[alchemy_bee]

Alright, what about this: if i just had PhCH2MgCl and exposed to methyl chloride gas would it kick off the grignard set and add CH3 to the end?


Can a bee be visa vis its entity when half a bee philosophically must ipso facto half not be?

[alchemy_bee]

https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000302826-file_uiie.gif" title="View this image"> would somthing like this work, if there was such a chemical?
Can a bee be visa vis its entity when half a bee philosophically must ipso facto half not be?

[Rhodium]

No, the grignard reagent would just abstract the hydrogen from the amine, forming toluene and the MgCl salt of the amine.

I'd suggest you stop guessing what grignard reagents react with or not, and read up on it instead. Everything you want to know can be found by using Google, with the search terms "grignard" together with "reaction" or "reagent".

https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000302826-file_nphy.gif" title="View this image">

[foxy2]

If that H was replaced with a benzyl or benzoyl it might work. 
That would make it more diffucult than the conventional methods.
Those who give up essential liberties for temporary safety deserve neither liberty nor safety

[Rhodium]

My favorite is the reaction of PhMgBr with N-tosyl-2-methylaziridine for the 1-step synthesis of amphetamine (this can be made in a stereocontrolled manner, not too expensive). I wonder if the reaction of PhMgBr with (S)-1,2-dimethylaziridine would give d-meth directly in one step?

[alchemy_bee]

Rhod: What is N-tosyl-2-methylaziridine and (S)-1,2-dimethylaziridine i cant find it on chemfinder or google. thanks


Can a bee be visa vis its entity when half a bee philosophically must ipso facto half not be?

[Rhodium]

Speciality chemicals (you would likely have to make them yourself). An aziridine is a three-membered ring with one nitrogen and two carbons (the nitrogen bearing the 1-position). A tosyl group is 4-Methylbenzenesulfonate (4-CH3-C6H4-SO2-). UTFSE for aziridine for more discussions on this subject.