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Quick oxygen/wacker in almost 80% yield?

Started by OcoteaCymbarum, May 09, 2004, 08:47:00 PM

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OcoteaCymbarum

I was reading a prep on Organic syntheses about a wacker-type of oxidation and the easiness and the yields just seem great

Basically, using 32 grams of CuCl2 and 1.19 grams of PdCl2, the author claims a 78% yield on 1.66 moles of alkene.
The starting compound is 2,2 dimethyl-4-pentenal and the end product the corresponding methylketone.

http://www.orgsyn.org/orgsyn/prep.asp?rxntypeid=192&prep=CV8P0208



As anyone ever tried something similar? Imagine the yields being the same for our favorite alkene...

XrLeap

this seems to be fairly easy, but processing time of 60 ro 66 hr is long, isn't it?


OcoteaCymbarum

I know I wouldnt.
Using 1.19 grams of Palladium to transform about 270 grams of safrole into 230 grams of ketone, I wouldnt care about those 60 hours.
What I really wonder about is oxygen flow. They dont mention it anywhere, its the drawback I find. So its seems its really a matter of how much oxygen needs to be used.

I had totally forgotten about this post, I realize the title of thread is not right.

Rhodium

Post 417436 (missing)

(Rhodium: "Wacker with 80% yield in 10minĀ  at RT with less Pd", Novel Discourse)