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Epoxide to ketone using MgCl2

Started by PolytheneSam, December 06, 2002, 04:12:00 AM

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PolytheneSam

MgCl2 works as a  catalyst for converting epoxides to ketones.

https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000386685-file_jpww.jpg" title="View this image">

from Mono-Olefins, Chemistry and Technology by F. Asinger 1968

see also

Patent US4731482




http://www.geocities.com/dritte123/PSPF.html


The hardest thing to explain is the obvious

Rhodium

Magnesium Chloride is significantly cheaper than Lithium Iodide - What is reference 47?

The Carlo Venturello patent above is the same as

https://www.thevespiary.org/rhodium/Rhodium/chemistry/peroxotungstate.html


starlight

A quick search on google shows that MgCl2 hexahydrate seems to have a few OTC sources.

PolytheneSam

47 refers to
H. Koch & H. Van Ray, Brennst.-Chemie 32, 161-74 (1951)
What is Brennst.-Chemie?

http://www.geocities.com/dritte123/PSPF.html


The hardest thing to explain is the obvious

hypo

brennstoff chemie
journal on combustibles and their refined products

hypo

sam: are you sure that this is the right reference? i had a look through
the article (provided by lugh), but i couldn't find anything about
acetone or magnesium halides. the whole article is about isomerisation
equilibria of hexenes. (possible that i fell asleep during reading the
thing, the topic wasn't all too exciting...)

PolytheneSam

I'll have to check the book again.  Its at the library.

http://www.geocities.com/dritte123/PSPF.html


The hardest thing to explain is the obvious

PolytheneSam

It appears that 47 refers to DE 1119246 and Chem. Abstr. 57, 7176i (1962)

Patent DE1119246


I must have looked at the end of the wrong chapter the last time.

From espacenet this appears to be the British equivalent:

Patent GB905821




http://www.geocities.com/dritte123/PSPF.html


The hardest thing to explain is the obvious

PolytheneSam

Here's something which uses K or Na iodide and PEG.  MDP2P seems to be listed in table 1.

Patent US4734529



This looks interesting, too.

Patent US3935272

olefins to epoxides and ketones


http://www.geocities.com/dritte123/PSPF.html


The hardest thing to explain is the obvious

Osmium

Very interesting. They say that safrole-epoxide can be isomerised to MDP2P with NaI/PEG in 80-90% conversion. Yield of end product, at least for isosafrol epoxide is lower however. Maybe it could be improved?

I'm not fat just horizontally disproportionate.