Author Topic: Guiafenesin (Read 2040 times)

Aurelius · « **on:** July 14, 2003, 11:18:00 AM »

What would happen to this compound upon Claissen Rearrangment? the possibility of a usable compound from gakk sparked my interest.

Post 414593 (missing)

(badbody: "Guaifenesin", Stimulants)

Rhodium · « **Reply #1 on:** July 14, 2003, 04:59:00 PM »

You can only perform Claisen Rearrangements on allylic ethers. Guaifenesin has no aliphatic double bond anywhere, so it won't react that way.

Aurelius · « **Reply #2 on:** July 14, 2003, 07:04:00 PM »

Dehydration.

Rhodium · « **Reply #3 on:** July 15, 2003, 07:13:00 AM »

Well, in the case it was first dehydrated to the allyl ether, the major product would be 2-hydroxy-3-methoxy-allylbenzene (I doubt that would be usable) and the minor product would be eugenol...

Aurelius · « **Reply #4 on:** July 15, 2003, 07:18:00 AM »

It was worth a shot. I just looked at that molecule and said " hey, it'd be great if they handed us precursors." But alas, it was not to be.

oh well.

News:

Author Topic: Guiafenesin (Read 2040 times)

Aurelius

Guiafenesin

Rhodium

Guaifenesin doesn't do Claisen Rearrangements

Aurelius

Rhodium

Rhodium

Dehydration followed by Claisen

Aurelius

Thanks