Title:
METHOD FOR SELECTIVE REDUCTION OF AROMATIC COMPOUNDS
Document Type and Number:
WIPO Patent Application WO2005068403
Kind Code:
A3
Abstract:
A method for the selective reduction of an aromatic compound. The present invention provides a method for preventing the reduction of at least one halogen substituted aromatic ring of an aromatic compound, while allowing the reduction of at least one functional group on the aromatic compound. In the present invention at least one hydroxyl group is placed on the at least one halogen substituted aromatic ring to be protected from reduction. The aromatic compound is then reacted with at least one alkali metal in at least one nitrogen containing base and at least one alcohol at a ratio of the alcohol to the nitrogen containing base at which the aromatic ring with the hydroxyl group is protected from reduction, while the desired functional group is reduced.
Inventors:
WANG PETER XIANQI (US)
MOSER FRANK W (US)
MOSER FRANK W (US)
Application Number:
PCT/US2004/040243
Publication Date:
September 01, 2005
Filing Date:
December 02, 2004
Export Citation:
Assignee:
MALLINCKRODT INC (US)
WANG PETER XIANQI (US)
MOSER FRANK W (US)
WANG PETER XIANQI (US)
MOSER FRANK W (US)
International Classes:
C07B31/00; C07B35/02; C07B35/04; C07C37/00; C07C213/08; C07C231/12; C07C217/60; C07C233/22; C07C235/34; (IPC1-7): C07B35/02; C07B35/04
Other References:
A.J. BIRCH AND D. NASIPURI: "REACTION MECHANISMS IN REDUCTIONS BY METAL-AMMONIA SOLUTIONS", TETRAHEDRON, vol. 6, 1959, pages 148 - 153, XP002333355
KAISER E M: "A COMPARISON OF METHODS USING LITHIUM/AMINE AND BIRCH REDUCTION SYSTEMS", SYNTHESIS, THIEME, STUTTGART, DE, no. 8, August 1972 (1972-08-01), pages 391 - 415, XP002046306, ISSN: 0039-7881
A.J. BIRCH AND G. SUBBA RAO: "Reductions by metal-ammonia solutions and related reagent", ADVANCED ORGANIC CHEMISTRY, vol. 8, 1972, pages 1 - 65, XP009049761
KAISER E M: "A COMPARISON OF METHODS USING LITHIUM/AMINE AND BIRCH REDUCTION SYSTEMS", SYNTHESIS, THIEME, STUTTGART, DE, no. 8, August 1972 (1972-08-01), pages 391 - 415, XP002046306, ISSN: 0039-7881
A.J. BIRCH AND G. SUBBA RAO: "Reductions by metal-ammonia solutions and related reagent", ADVANCED ORGANIC CHEMISTRY, vol. 8, 1972, pages 1 - 65, XP009049761
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