Mastermind (Hive Bee)
08-12-00 23:04
No 40124
      Interesting US patents found  Bookmark   

I found these looking through class 568 subclass 310:
4,329,506 and 4,694,107 isomerization of 2-phenylpropionaldehyde to P2P.

4,731,482 Wacker-like process for making phenylpropanones from allyl benzenes, safrole given in example 1.

Class 568 subclass 427
4,929,765 conversion of styrene oxide or glycol to phenylacetaldehyde.

2,613,223 WO3 or MoO3 and H2O2 Wacker-like reaction.

1,594,608 Styrene -> glycol using NaOCl and CO2.

1,962,476 conversion of benzaldehydes to Ph-CHOH-CO-CH3 using yeast fermentation.

(Hive Bee)
08-12-00 23:23
No 40131
      Re: Interesting patents found  Bookmark   

These patents (found in 205/418) show electrolytic processes for producing pinacol (diol) compounds.  I'm wondering if it would be possible to combine a benzaldehyde compound with acetaldehyde to produce a 1-phenyl-1,2-propanediol compound which can be rearranged to a P2P compound.  Pinacol reactions usually need Mg or Al amalgam or Na to work.  The electrolytic processes disclosed in these patents don't require any of these.


US patent 3,497,430 mentions making mixed pinacols.  This is the first time I have seen this mentioned anywhere.  If you can get an image of the patent its at column 2 lines 47-48.

(Hive Bee)
08-14-00 20:00
No 40957
      Re: Interesting patents found  Bookmark   

From class 568 subclass 400
3,432,556 CH2=CH-CH3 + Hg(NO3)2 + H2O -> CH3COCH3 + Hg + HNO3
The reaction takes place in the presence of Fe3+ .

4,312,722 mentions in the prior art section the use of Pb to reduce NaNO3 to NaNO2.

205/446 (electrolytic production of ketones)
4,629,541 PhCH2Cl + (CH3CO)2O -> P2P
4,936,966 RX + CO2 -> RCOR (catalyst used also)
3,652,430 Kolbe type reactions, mentions protected amino alkane carboxylic acids but not alpha amino acids specifically.  Gives this as a good reference on the Kolbe reaction:  Russian Chemical Reviews 29, 161-180 (180).
I'm wondering if the '(180)' is a misprint, maybe it should be the year. I don't know.

Note:  US patents are usually classified in more than one subclass and also more than one class.  The classes and subclasses I listed are where I found them when searching through the patents.