The Vespiary

The Hive => Chemistry Discourse => Topic started by: Vibrating_Lights on July 18, 2003, 12:33:00 AM

Title: Methoxy to Bromine
Post by: Vibrating_Lights on July 18, 2003, 12:33:00 AM

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??

Title: If you're in a lab where you have the chems to
Post by: yellium on July 18, 2003, 12:44:00 AM

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.

Title: Nucleophilic Aromatic Substitution
Post by: Rhodium on July 18, 2003, 12:59:00 AM

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)

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

Title: daydreaming
Post by: Vibrating_Lights on July 20, 2003, 09:21:00 PM

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_