Method for producing macrocyclic ketones by means of...

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

Reexamination Certificate

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C568S356000, C568S375000

Reexamination Certificate

active

10519549

ABSTRACT:
The invention relates to a method for producing macrocyclic ketones of general formula (I) by direct cyclisation of compounds of general formula (II) in the gas phase on a heterogeneous catalyst. In general formula (I), X represents a monounsaturated or polyunsaturated or saturated C10–C17alkyl radical which can be optionally substituted by a C1–C6alkyl radical, and in general formula (II), R1, R2can respectively be the same or different and represent hydrogen or C1–C6alkyl, and has the above-mentioned designation.

REFERENCES:
patent: 1702842 (1929-02-01), Ruzicka
patent: 1702843 (1929-02-01), Ruzicka
patent: 4335261 (1982-06-01), Ueda
patent: 0 251 111 (1988-01-01), None
patent: 0 352 674 (1990-01-01), None
patent: 0 400 509 (1990-12-01), None
Renz et al. Ketonization of Carboxylic Acids by Decarboxylation: Mechanism and Scope; European Journal of Organic Chemistry, 2005, p. 979-988.□□.
Organic Chemistry, 3rd Edition, Fieser and Fieser, 1956, p. 318.
Tsuji, Jiro et al. “Application of Olefin Metathesis to Organic Synthesis. Syntheses of Civetone and Macrolides”, Tetrahedron Letters, vol. 21, pp. 2955-2958 1980.
Choo, Yuen-May et al. “Synthesis of Civetone from Palm Oil Products”, JAOCS, vol. 71, No. 8, pp. 911-913 1994.
Bost, Howard W. et al. “Cycloheptadecanone from Dimethyl Octadecanedioate via a One-Step Catalytic Process”, Perfumer & Flavorist, vol. 7, p. 57 1982.

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