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Methoxy to Bromine

Started by Vibrating_Lights, July 18, 2003, 12:33:00 AM

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Vibrating_Lights

Is it possible to convert a methoxy group to a bromide.  Perhaps through a -OH. 

I guess exactly what i'm looking for is a procedure to convert anethol to 4BrPropenylbenzene. 

Could the bromide be converted to the flouride with NaFL in a finkelstien type swap??


yellium

If you're in a lab where you have the chems to think about such things, it's much easier to order 4-fluorobenzaldehyde.

If you're not in such a lab, thinking about things like this is much like daydreaming.

Rhodium

The only way to convert aromatic methoxy or hydroxy groups is through Nucleophilic Aromatic Substitution, but the reaction conditions are way too harsh for a substrate like anethole to survive, see the following tutorial for details on

Nucleophilic Aromatic Substitution

(http://www.people.virginia.edu/~fac6q/242_23_05_06.pdf)

Vibrating_Lights

Sometimes day dreaming is all it takes. A day dream is reailty. WIth a flick of a switch and a wave of a hand....then there was.

And cause anethol is much easier to aquire in bulk for swim, And the people who sell these benzyaldehydes are hard to motivate

VL_