Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing
Reexamination Certificate
2005-11-15
2005-11-15
Richter, Johann (Department: 1621)
Organic compounds -- part of the class 532-570 series
Organic compounds
Oxygen containing
C568S434000
Reexamination Certificate
active
06965055
ABSTRACT:
A process for conveniently and efficiently producing a highly pure cinnamaldehyde derivative, for example, (2E)-(3-hydroxy-4-methoxy)cinnamaldehyde, which comprises reacting a benzaldehyde derivative, such as isovanillin and the like, with acetaldehyde in the presence of an alkali, in particular preferably, dropping acetaldehyde little by little thereto in an aqueous solution at a low temperature for the reaction thereof. The cinnamaldehyde derivative thus obtained is selectively reduced to produce 3-(3-hydroxy-4-substituted (with methoxy group or the like)phenyl) propionaldehyde. Further, through a reductive alkylation reaction of the compound thus produced with an aspartame, N-[N-[3-(3-hydroxy-4-substituted (with methoxy group or the like)phenyl) propyl]-L-α-aspartyl]-L-phenylalanine 1-methyl ester, which is useful as a sweetener having a high sweetening potency, can be industrially and efficiently produced. The processes therefor are also provided.
REFERENCES:
patent: 2529186 (1950-11-01), Richmond
patent: 5811588 (1998-09-01), Castelijns et al.
patent: 2003/0118710 (2003-06-01), Kawahara et al.
patent: 1 283 213 (2003-02-01), None
patent: WO 99/52937 (1999-10-01), None
patent: WO 01/25260 (2001-04-01), None
Barakat, H.H., et al.,Phytochemistry, vol. 26, No. 6, pp. 1837-1838 (1987).
J.M. Bruce, et al.,J. Chem. Soc. C., No. 5, pp. 649-653 (1970).
E. Duran, et al.,Holzforschung, vol. 46, pp. 21-24 (1992).
A. Kurtosikova et al., Synthesis of Lignin Model Compounds of the Cinnameldehyde Stibene and Arylgylcerol Types, Cellulose Chem. Technol., 9, 51-59 (1975).
Organic Reactions, The Aldol Condensation, 1968, pp. 68-79, v.
Fujita Shinji
Funakoshi Nao
Mori Ken-ichi
Takemoto Tadashi
Ajinomoto Co. Ltd.
Richter Johann
Witherspoon Sikarl A.
LandOfFree
Process for producing cinnamaldehyde derivatives, use... does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Process for producing cinnamaldehyde derivatives, use..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for producing cinnamaldehyde derivatives, use... will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3475525