Autoxidative cleavage of ketones in the presence of pulverized a

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acids and salts thereof

Patent

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

260396R, 260413, 562500, 562504, 562505, 562506, 562508, 562509, 562511, 562527, 562528, 562530, 568312, 568344, 568386, C07C 2700, C07C 4533, C07C 51245, C07C 51255

Patent

active

045103216

ABSTRACT:
Processes for the autoxidative cleavage of selected ketones such as C.sub.4 -C.sub.10 cycloalkanones having at least one hydrogen or at least one R group on a carbon alpha to the carbonyl carbon or aryl alkyl ketones having the formula III ##STR1## comprising contacting a liquid phase comprising said ketone with elemental oxygen gas, preferably air, in the presence of a pulverized alkali metal hydroxide at a temperature of no more than 50.degree. C. for a time sufficient to produce an oxidized product are disclosed. Preferred cycloalkanones, 2-alkyl- and 2-arylcyclohexanone are autoxidized in pulverized sodium hydroxide/dimethoxyethane to produce 6-alkyl- or 6-aryl-6-oxohexanoic acids, respectively.

REFERENCES:
patent: 2005183 (1935-06-01), Flemming et al.
patent: 2241487 (1941-05-01), Slotterbeck
patent: 3356722 (1967-12-01), Wallace et al.
patent: 3419605 (1968-12-01), Mead
patent: 3933903 (1976-01-01), Havinga et al.
patent: 4018827 (1977-04-01), Rao et al.
J. Organic Chemistry, vol. 30, (1965), pp. 3768-3771; Wallace et al.
J. Organic Chemistry, vol. 42, (1977), pp. 3754-3755; K. Yang et al.
W. V. E. Doering et al., (J. Am. Chem. Soc., 1954, 76, 482-486), Alkoxide-Catalyzed Autoxidative Cleavage of Ketones and Esters.
H. R. Gersmann et al., (J. Chem. Soc. B, 1971, 2230-2237), Autoxidation of Ketones and Esters in Basic Solution.
R. C. P. Cubbon et al., (J. Chem. Soc. C., 1968, 2978-2982), Organic Peroxides Containing Functional Groups. Part 1. The Preparation and Properties of Some .alpha.-Oxo-hydroperoxides.
D. V. Rao et al., (J. Org. Chem., 1979, vol. 44, 456-458, Base-Catalyzed Autoxidation of Cyclic Ketones.
Novel Carbon Catalysis: Oxidation in Basic Solution.
Solvent Effects in the Base-Catalyzed Oxidation of Ketones to Mono- and Dicarboxylic Acids.
A. Robertson et al., (J. Chem. Soc., 1948, Pt. 2, 1574-1578), Studies of the Autoxidation of Tetralin. Part 1. Investigation of Autoxidation Products.

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Autoxidative cleavage of ketones in the presence of pulverized a does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Autoxidative cleavage of ketones in the presence of pulverized a, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Autoxidative cleavage of ketones in the presence of pulverized a will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-1170723

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.