Process for the oxidation of alcohols to acids

Organic compounds -- part of the class 532-570 series – Organic compounds – Fatty compounds having an acid moiety which contains the...

Patent

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

554132, 554139, 554159, 5625122, 562523, 562538, 562540, C07C 5116

Patent

active

051792184

ABSTRACT:
A process for the preparation of an alkanoic acid which comprises reacting the corresponding alkanol with a solubilized stable free radical nitroxide having the formula: ##STR1## wherein each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is an alkyl, aryl or heteroatom substituted alkyl group having 1 to about 15 carbon atoms and each of R.sub.5 and R.sub.6 is alkyl, hydrogen, aryl or a substituted heteroatom, nitric acid, and a bromide ion-containing compound in the presence of an oxidant at a temperature in the range of from about 25.degree. C. to about 60.degree. C., and thereafter separating out the alkanoic acid.

REFERENCES:
patent: 4620033 (1986-10-01), Isshiki et al.
Chemical Abstracts, vol. 69, #25, p. 990 105 836c.
Miyazawa et al., "Oxidation of Benzyl Alcohol with Iron(III) Using Polymers Containing Nitroxyl Radical Structure as a Mediator", J. Polym. Sci., Polym. Chem. Ed., 23(9), 1985, pp. 2487-2494.
Grigor'ev et al., "Participation of Nitroxyl Radical in the Oxidation of Aldehyde and Alcohol Groups in 3-Imidazolin-1-Oxyls", Izc. AKad. Nauk SSSR, Ser. Khim., (1), 1978, pp. 208-210.
Miyzawa et al., "Oxidation of Benzyl Alcohol with Copper(II) Mediated by a Polymeric Oxoaminium Salt", J. Mol. Catal., 49(1), 1988, 131-134.
Ganem et al., "Biological Spin Labels as Organic Reagents, Oxidation of Alcohols to Carbonyl Compounds Using Nitroxyls", J. Org. Chem., 40(13), 1975, pp. 1998-2000.
Miyazawa et al., "Oxidation of Benzyl Alcohol by Iron(III) Mediated by Nitroxyl Radical", J. Mol. Catal., 31(2), 1985, pp. 217-220.
Anelli et al., "Fast and Selective Oxidation of Primary Alcohols to Aldehydes or to Carboxylic Acids and of Secondary Alcohols to Ketones Mediated by Oxoammonium Salts Under Two-Phase Conditions", J. Org. Chem., 52 (12), pp. 2559-2562, 1952.
Inokuchi et al., "A Selective and Efficient Method for Alcohol Oxidations Mediated by N-Oxoammonium Salts in Combination with Sodium Bromite", J. Org. Chem., 1990, 55, pp. 462-466.
Organic Synthesis, vol. 69, p. 212 (1990).
Semmelhack et al., "Oxidation of Alcohols to Aldehydes and Oxygen and Cupric Ion, Medicated by Nitrosonium Ion", J. Am. Chem. Soc. 1984, 106, 3374-3376.
Yamaguchi et al., "Application of Redox System Based on Nitroxides to Organic Synthesis", Pure & Applied Chemistry, vol. 62(2), 1990, pp. 217-222.

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

Process for the oxidation of alcohols to acids does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for the oxidation of alcohols to acids, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for the oxidation of alcohols to acids will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-1221340

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