Processes for the preparation of high molecular weight...

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

Reexamination Certificate

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C568S392000, C568S396000

Reexamination Certificate

active

07071361

ABSTRACT:
Continuous single-step processes for producing higher molecular weight ketones are disclosed that involve a liquid-phase crossed condensation of an aldehyde with a ketone in the presence of a hydrogenation catalyst and a small amount of a catalyst comprising a concentrated hydroxide or alkoxide of an alkali-metal (from Group 1 or Group IA of the Periodic Table of the Elements) or alkali-earth metal (from Group 2, or Group IIA of the Periodic Table of the Elements), wherein the amount of water provided to the reaction mixture, or reaction zone, is relatively low, with respect to the total initial weight of the reaction mixture. The reaction may be carried out in the absence of solubilizing agents or phase transfer agents. The product mixture is largely free of by-products resulting from further condensation reactions of the desired ketone product or intermediates, and free of the self-condensation products of the reactant aldehyde, that are afterward difficult to remove from the reaction mixture.

REFERENCES:
patent: 2088015 (1937-07-01), Wickert
patent: 2088016 (1937-07-01), Wickert
patent: 2088017 (1937-07-01), Wickert et al.
patent: 2088018 (1937-07-01), Wickert et al.
patent: 2200216 (1940-05-01), Loewenberg et al.
patent: 2499172 (1950-02-01), Smith
patent: 2852563 (1958-09-01), Hagemeyer, Jr. et al.
patent: 3248428 (1966-04-01), Porter, Jr. et al.
patent: 3670026 (1972-06-01), Lamparsky et al.
patent: 4049571 (1977-09-01), Nissen et al.
patent: 4101586 (1978-07-01), Deem et al.
patent: 4102930 (1978-07-01), Deem
patent: 4146581 (1979-03-01), Nissen et al.
patent: 4270006 (1981-05-01), Heilen et al.
patent: 4701562 (1987-10-01), Olson
patent: 4739122 (1988-04-01), Letts
patent: 4956505 (1990-09-01), Mais et al.
patent: 5055621 (1991-10-01), Payne
patent: 5243081 (1993-09-01), Ishino et al.
patent: 5300654 (1994-04-01), Nakajima et al.
patent: 5434313 (1995-07-01), Harrison et al.
patent: 5583263 (1996-12-01), Muthusamy et al.
patent: 5663452 (1997-09-01), Kulmala et al.
patent: 5840992 (1998-11-01), Kido et al.
patent: 5936131 (1999-08-01), Teissier et al.
patent: 6232506 (2001-05-01), Kido et al.
patent: 6271171 (2001-08-01), Teissier et al.
patent: 6288288 (2001-09-01), Springer
patent: 6433230 (2002-08-01), Bueschken et al.
patent: 6583323 (2003-06-01), Krill
patent: 6603047 (2003-08-01), Wiese et al.
patent: 2002/0058846 (2002-05-01), Krill et al.
patent: 2002/0128517 (2002-09-01), Krill
patent: 2002/0161264 (2002-10-01), Wiese et al.
patent: 2002/0169347 (2002-11-01), Kalzik et al.
patent: 0 141 569 (1985-05-01), None
patent: 446026 (1936-04-01), None
patent: 549066 (1942-11-01), None
patent: 1010695 (1965-11-01), None
patent: WO 02/24621 (2002-03-01), None
Weizmann and Garrard, “Some Condensations of N-butyl Alcohol and N-butaldehyde”,J. Chem. Soc. Trans., vol. 117, 1920, pp. 324-338.
M. Lakshmi Kantam et al, “Aldol and Knoevenagel condensations catalysed by modified Mg-Al hydrotalcite:a solid base as catalyst useful in synthetic organic chemistry”Chem. Comm., 1998, pp. 1033-1034.
PCT International Search Report and Written Opinion for PCT/US2004/020489.
U.S. Appl. No. 10/611,394, filed Jul. 1, 2003.
U.S. Appl. No. 10/713,727, filed Nov. 14, 2003.
Weizmann and Garrard, J. Chem, Soc., Pt. 1, vol. 117, 1920 pp. 324-338.
Eccott and Linstead, J. Chem. Soc., Pt. 1, vol. 133, pp. 905-911.
Kyrides, Journal of the Amer. Chem. Soc., vol. 55, Aug. 1933, pp. 3431-3435.
Powell, Journal of the Amer. Chem. Soc., vol. 46, 1924, pp. 2514-2517.
Streitwiser and Heathcock, “Introduction to Organic Chemistry”, 2d Ed., 1981, pp. 392-396.
H. O. House, Modern Synthetic Reactions, 2d Ed., 1972, pp. 595-599, 629-640.
Period Table of the Elements, as published in “Chemical and Engineering News”, 63(5), 27, 1985.
Roger Adams et al., Organic Reactions, vol. 2, 1944, pp. 94-113.
Grignard and Dubien, Action of Organomagnesium Compounds on Butylidence-Acetone and its Ketol, Ann. De Chim., 10thserier, 2:282-290, Nov.-Dec. 1924.
Office Action mailed Jun. 15, 2004 in U.S. Appl. No. 10/611,394.

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