Chemistry of hydrocarbon compounds – Unsaturated compound synthesis – By addition of entire unsaturated molecules – e.g.,...
Reexamination Certificate
2006-09-12
2006-09-12
Price, Elvis O. (Department: 1621)
Chemistry of hydrocarbon compounds
Unsaturated compound synthesis
By addition of entire unsaturated molecules, e.g.,...
C568S008000, C568S009000, C560S055000, C585S600000
Reexamination Certificate
active
07105714
ABSTRACT:
The present invention provides a method of preparing a phosphonium salt of the formula [R1R2R3P—CR4R5R6]X, comprising ball-milling a phosphine of the formula R1R2R3P with a compound of the formula XCR4R5R6; a method of preparing a phosphorus ylide of the formula R1R2R3P═CR4R5, comprising ball-milling a phosphonium salt of the formula [R1R2R3P—HCR4R5]X in the presence of a base; and a method of preparing an olefin of the formula R4R5C═CR7H or R4R5C═CR7R8, comprising ball-milling a phosphorus ylide of the formula R1R2R3P═CR4R5with a compound of the formula R7C(O)H or R7C(O)R8. The inventive method produces phosphonium salts and phosphorus ylides by mechanical processing solid reagents under solvent-free conditions. The advantages of the present invention over conventional solution methods, include: (1) extremely high selectivity; (2) high yields; (3) low processing temperatures; (4) simple and scalable reactions using commercially available equipment; and (5) the complete elimination of solvents from the reaction.
REFERENCES:
patent: 2905717 (1959-09-01), Sarnecki et al.
patent: 3524886 (1970-08-01), Fried
patent: 3538013 (1970-11-01), Graff
patent: 4122123 (1978-10-01), Hestermann et al.
patent: 4182731 (1980-01-01), Schulz et al.
Balema et al.,J. Am. Chem. Soc., 124, 6244-6245 (May 10, 2002).
Bestman et al.,Chem. Abstracts, CA:96:85024 (Abstract ofSynthesis, 12, 998-999) (1981).
Balema Viktor P
Pecharsky Vitalij K
Pruski Marek
Wiench Jerzy W
Iowa State University & Research Foundation, Inc.
Leydig , Voit & Mayer, Ltd.
Price Elvis O.
LandOfFree
Solvent-free mechanochemical preparation of phosphonium... does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Solvent-free mechanochemical preparation of phosphonium..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Solvent-free mechanochemical preparation of phosphonium... will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3561039