Organic Chemistry Synthesis Question

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Discussion Overview

The discussion revolves around a homework problem in organic chemistry involving the synthesis of a compound from a benzene ring with a methyl group and 1-butyne. Participants explore the reactivity of the methyl group and the proposed reaction pathway to form an oxacyclopropane.

Discussion Character

  • Homework-related

Main Points Raised

  • One participant describes a reaction involving a benzene ring with a methyl group and 1-butyne, aiming to create a product where the alkyne group becomes an oxacyclopropane.
  • The participant questions how to make the methyl group on the benzene ring reactive with a double bond, considering radical bromination as a potential method but expressing concern about radical addition to the benzene ring.
  • Another participant requests a visual representation of the desired product to clarify the proposed synthesis.
  • A later reply indicates that the original poster has resolved their question and suggests the thread may be deleted.

Areas of Agreement / Disagreement

The discussion appears to have reached a resolution for the original poster, but there is no indication of consensus among all participants regarding the proposed methods or the final product.

Contextual Notes

There may be limitations in the clarity of the proposed reaction pathway and the reactivity of the methyl group, as well as the specifics of the desired final structure, which are not fully explored in the discussion.

Kalm_Kenji
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Homework Statement
I have a benzene ring with one methyl group attached and 1-butyne as the two reagents. The final product is a combinination of both into one molecule with the alkyne group in the butyne becoming an oxacyclopropane and the first carbon in the alkyne becoming attached to the methyl group on the ring.

The attempt at a solution
I've gotten the substituents attached to the 1-butyne and am left with a double bond in order to react with the methyl group.

My question is how do I make the methyl group on the benzene ring reactive with the double bond? My initial thought was to add a halide to the methyl group through radical bromination, but wouldn't the benzene ring undergo radical addition in the process? Is there another way to make a methyl group reactive?

Thanks a bunch
 
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Could you maybe draw the result, cause I don't exactly understand what you want to end up with.
 
I attached a picture
 

Attachments

  • example.JPG
    example.JPG
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I got it figured. Feel free to delete this thread
 
u have to delete it i think
 

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