The Vespiary

The Hive => Novel Discourse => Topic started by: El_Zorro on August 31, 2002, 10:44:00 PM

Title: Bromination variations
Post by: El_Zorro on August 31, 2002, 10:44:00 PM

I've been looking into the bromination of Vanillin, and I really liked the method of in-situ bromine generation.  Namely, uemura's method in

Post 297806 (https://www.thevespiary.org/talk/index.php?topic=9683.msg29780600#msg29780600)

(uemura: "How to prepare hydroxyvanillin", Methods Discourse)  But I was thinking of ways to possibly improve upon it.  First off, you have to add 35% H₂O₂, which is kind of volumetrically ineffiecient.  Could not solid calcium hypochlorite be used as the oxidizing agent?  But unless I am mistaken, the hypochlorite would react with the GAA, and produce Cl₂ gas.  So would it work in plain old methanol?  In

Post 348265 (https://www.thevespiary.org/talk/index.php?topic=9315.msg34826500#msg34826500)

(slothrop: "Bromination with NaBr and Oxone", Methods Discourse), they mention using oxone in methanol with KBr to brominate, but could calcium hypochlorite be used?  Thoughts?

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