The Vespiary

The Hive => Newbee Forum => Topic started by: OcoteaCymbarum on May 09, 2004, 08:47:00 PM

Title: Quick oxygen/wacker in almost 80% yield?
Post by: OcoteaCymbarum on May 09, 2004, 08:47:00 PM

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 (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...

Title: this seems to be fairly easy, but processing...
Post by: XrLeap on August 12, 2004, 10:45:00 PM

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

Title: Would you care if it gave such high yields?
Post by: OcoteaCymbarum on August 13, 2004, 07:01:00 AM

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.

Title: Then what about this variation?
Post by: Rhodium on August 13, 2004, 09:15:00 AM

Post 417436 (missing)

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