In my experiments (not always so fortunate) I used Br2
I prepared the bromine using KBr and H2
added from a dropping funnel. The flask containing KBr was slightly heated and the bromine vapours were colected through a glass tube (use rubber tubing just for the joints 'cause the bromine will turn it into breakable shit and may cause plugging) into an ice cooled flask.
You should also be careful because of bromine vapours that are quite nasty (take my word for it).
In the articles I've read the bromine solution (in DCM, CCl4
, or naphta lighter fluid) was added to the anethole.
In my case I did just the opposite (I'm not so keen on handling bromine in confined space)- I've added a solution of anise oil in DCM to a bromine solution (also DCM) using an addition funnel.(I've read bromine, also idine and chlorine, reacts quikly in DCM, CCl4
, and naphta).
During addition the color remained the same(dark brown-red). At the end upon stiring the solution became slightly reddish, there was a sudden release of some gas (vapors of somekind???), and the solution became a little warm.
And that's about it....
You can read more somewhere on rhodium's page and probably here at the hive as well.
...so....post your results