Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing
Reexamination Certificate
2005-06-21
2005-06-21
Richter, Johann (Department: 1621)
Organic compounds -- part of the class 532-570 series
Organic compounds
Oxygen containing
C568S427000, C568S450000, C568S485000, C568S487000, C568S489000, C568S491000
Reexamination Certificate
active
06909019
ABSTRACT:
A process is disclosed for preparing aldehydes by isomerization of the corresponding unsaturated primary alcohols using a transition metal catalyst system, in an alcoholic solvent and in the presence of an acid. An aldehyde forms by isomerizing an unsaturated primary alcohol under conditions that protect the newly formed aldehyde as a dialkylacetal in situ during the reaction. Protecting the aldehyde as an acetal allows for facile separation of the product from the catalyst as well as effectively driving the reaction toward completion.
REFERENCES:
patent: 4742178 (1988-05-01), Nelson et al.
patent: 4774362 (1988-09-01), Devon et al.
patent: 4845306 (1989-07-01), Puckette
patent: 4871878 (1989-10-01), Puckette et al.
patent: 4950797 (1990-08-01), Kummer et al.
patent: 4960949 (1990-10-01), Devon et al.
patent: WO 00/18361 (2000-04-01), None
Larock et al. Synthesis of Aryl-Substituted Aldehydes and Ketones Via Palladium- Catalyzed Coupling of Aryl Halides and Non-Allylic Unsaturated Alcohols. Tetrahedron Letters; 1989, vol. 30 (48), p 6629-6632.
Trost et al. Tetrahedron Letters;1992, vol. 32 (26) p 3039-3042.
Sasson et al. Tetrahedron Letters; 1974, p 4133-4136.
Chalk et al. Palladium-Catalyzed Vinyl Substitution Reactions. II. Synethesis of Aryl Substituted Allylic Alcohols, Aldehydes, and Ketones from Aryl Halides and Unsaturated Alcohols. □□ Journal of Organic Chemistry; 1976, vol. 41 (7), p 1206-1209.
Davies, Organotransition Metal Chemistry: Applications to Organic Synthesis, Pergamon Press, Oxford, 1982, pp. 282-284.
Strohmeier et al., Journal of Organometallic Chemistry, 1975, vol. 86, C17-C19.
March, Journal of Advanced Organic Chemistry, 3rdEd., John Wiley & Sons, New York, 1985, pp. 655-656.
Melpolder et al., Journal of Organic Chemistry, 1976, vol. 41, No. 2, pp. 265-272.
Journal of American Chemical Society, vol. 85, pp. 1549-1550.
Blake Michael J.
Eastman Chemical Company
Graves, Jr. Bernard J.
Richter Johann
Witherspoon Sikarl A.
LandOfFree
Process for preparing aldehydes 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 preparing aldehydes, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for preparing aldehydes will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3492085