Title:
SOLVENT-FREE MECHANOCHEMICAL PREPARATION OF PHOSPHONIUM SALTS, PHOSPHORUS YLIDES, AND OLEFINS
Document Type and Number:
WIPO Patent Application WO2003066548
Kind Code:
A3
Abstract:
The present invention provides a method of preparing a phosphonium salt of the formula [R<1>R<2>R<3>P-CR<4>R<5>R<6>]X, comprising ball-milling a phosphine of the formula R<1>R<2>R<3>P with a compound of the formula XCR<4>R<5>R<6>; a method of preparing a phosphorus ylide of the formula R<1>R<2>R<3>P=CR<4>R<5>, comprising ball-milling a phosphonium salt of the formula [R<1>R<2>R<3>P-HCR<4>R<5>]X in the presence of a base; and a method of preparing an olefin of the formula R<4>R<5>C=CR<7>H or R<4>R<5>C=CR<7>RB, comprising ball-milling a phosphorus ylide of the formula R<1>R<2>R<3>P=CR<4>R<5> with a compound of the formula R<7>C(O)H or R<7>C(O)R<8>. 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.
Inventors:
PECHARSKY VITALIJ K (US)
BALEMA VIKTOR P (US)
WIENCH JERZY W (US)
PRUSKI MAREK (US)
BALEMA VIKTOR P (US)
WIENCH JERZY W (US)
PRUSKI MAREK (US)
Application Number:
PCT/US2003/003458
Publication Date:
December 24, 2003
Filing Date:
February 05, 2003
Export Citation:
Assignee:
UNIV IOWA STATE RES FOUND INC (US)
PECHARSKY VITALIJ K (US)
BALEMA VIKTOR P (US)
WIENCH JERZY W (US)
PRUSKI MAREK (US)
PECHARSKY VITALIJ K (US)
BALEMA VIKTOR P (US)
WIENCH JERZY W (US)
PRUSKI MAREK (US)
International Classes:
C07C1/34; C07C2/02; C07C5/09; C07C15/40; C07C17/26; C07F9/02; C07F9/535; C07F9/54; (IPC1-7): C07C2/86; C07C25/50; C07F9/50; C07F9/54
Foreign References:
| US3538013A | 1970-11-03 |
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