Question Is Org Solver Correct?

[Blammo]

I was putting in a product and reaction into org solver (something that theoretically predicts a reaction) and it looks like my product would be related to methadone.



The "R" would be another phenyl group, I think?



If someone with some chemistry skills could look at this, that would be great.

OrgoSolver

Learning tools for Organic Chemistry

orgosolver.com

 

[Osmosis Vanderwaal]

The r represents what grignard you are using A grignard is a structure, magnesium, and a holagen. If it were phenyl, that would make a wonky chemical as thet R is the same thing that is R in the right most diagram. I would tell you what that product is, but I'd have to shut off my desktop, pull the usb and start it, use chemdraw to identify it, shut down, put the usb in and restart, which is a bit much

 

[Blammo]

That is a bit much, to be fair.

I added isomethadone's picture as I feel like this is close.

The R should be just another phenyl group, as if you look at the synthesis of levopropoxyphene, they use benzyl bromide, and you can see the result.

This is where I got the idea.

Linking levo propoxyphene wiki

Levopropoxyphene - Wikipedia

en.m.wikipedia.org

 

[Osmosis Vanderwaal]

It actually says right on chemsolver it could be anything between ethan and cyclpentane so phenyl is out (its a cycolhexane which is too big

 

[Blammo]

Not trying to be any soet of way, but the Wikipedia page for levopropoxyphene uses a grignard, just benzyl instead of phenyl. So unless the answer is the extra carbon allows for a phenyl group, why is a benzyl fine, but phenyl not?

I'm having trouble seeing why having a grignard reaction with basically one less carbon in the chain makes it unreasonable.

Granted, I'm no chemist, but ib my mind if a benzyl grignard works, it should work with a phenyl, but that's me having no knowledge to base thoughts around.

 

[Osmosis Vanderwaal]

i'm not sure why either, but it says that right on the orgosolver you linked, "
The R-group is usually a small alkane chain, from as small as ethane to as large as cyclopentante.
As far as the halogen (or X group), it is usually Cl or Br."

 

[Blammo]

I'm getting contrasting answers from basic googling, so I really can't tell why benzyl works, but phenyl may or may not.

I've asked in another forum, one response but it didn't seem that helpful as the linked paper didn't seem too relevant, I'll double check it though.

 

[Osmosis Vanderwaal]

benzyl and phenyl are moietys, you shouils ask why bezene works and phenol doesn't