Method for the production of aldehydes and ketones by...

Details Method for the production of aldehydes and ketones by... Method for the production of aldehydes and ketones by...

2007-08-28

2007-08-28

Witherspoon, Sikarl A. (Department: 1621)

Organic compounds -- part of the class 532-570 series

Organic compounds

Oxygen containing

C361S437000, C361S437000, C361S437000

Reexamination Certificate

active

10592439

ABSTRACT:
The invention relates to a method for the production of a.) aldehydes of formula (II): R1—CHO and b.) aldehydes of formula (III): R1—C(O)—R2by reacting a.) primary alcohols (R1CH2—OH) or b.) secondary alcohols (R1—CH(OH)—R2) with cyclic phosphonic acid anhydrides in the presence of dialkyl-, diaryl- and/or alkyl-aryl sulphonic oxides at a temperature in the region of between −100 to +120° C., whereby R1and/or R2represent H, a substituted linear or branched C1-C12-alkyl radical, a substituted C3-C10cycloalkyl-, alkenyl-, aryl- or heteroaryl radical. A cyclic phosphonic acid anhydride is used, preferably, as a 2,4,6-substituted 1,3,5,2,4,6-trioxatriphosphinane of formula (I), wherein R′ independently represents allyl, aryl or open-chained or branched C1-C12-alkyl-radicals. Optionally, the reaction can be carried out in the presence of a tertiary amine base NR53

REFERENCES:
Hsing-Jang Liu et al.; “Phenyl Dichlorophosphate as an Activating Agent in the Pfitzner-Moffatt Oxidation” Tetrahedron Letters. vol. 29, No. 26, 1988, pp. 3167-3170 XP002337769 Elsevier Science Publishers, Amsterdam, NL.
Wissmann H. et al.: “Oxidation of Alcohols by Activated Dimethy Sulfoxide and Related Reactions: an Update” Synthesis, Thieme, Stuttgart, Germany No. 10, Oct. 1990. pp. 857-870 XP000160078 ISSN: 0039-7881.
Anonymous: “T3P: The water scavenger. T3P (Propane Phosphonic Acid Anhydride) A versatile condensation reagent” Internet Article, ′Online! Jun. 1999, XP002337773.

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