Processes for preparation of cyclopropylethanol,...

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

Reexamination Certificate

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C568S420000, C558S308000, C558S311000, C558S313000, C558S434000, C564S253000, C564S259000

Reexamination Certificate

active

10493224

ABSTRACT:
A process for preparation of cyclopropylethanol, which comprises subjecting a 3-cyclopropyl-2,3-epoxypropionic acid ester to solvolysis, treating the product of the solvolysis with an acid to obtain cyclopropylacetaldehyde, and reducing the obtained cyclopropylacetaldehyde; and a process for preparation of cyclopropylacetonitrile, which comprises subjecting a 3-cyclopropyl-2,3-epoxypropionic acid ester to solvolysis in the presence of a base, treating the product of the solvolysis with an acid to obtain cyclopropylacetaldehyde, reacting the obtained cyclopropylacetaldehyde with hydroxylamine or salts thereof to obtain cyclopropaneacetaldehyde oxime, and reacting the obtained cyclopropaneacetaldehyde oxime with acetic anhydride. According to the present invention, cyclopropylethanol and cyclopropylacetonitrile can be prepared at low costs and industrially advantageously.

REFERENCES:
patent: 1899340 (1933-02-01), Knorr et al.
patent: 3876682 (1975-04-01), Henrick et al.
patent: 285890 (1988-10-01), None
patent: 63-233976 (1988-09-01), None
patent: WO 97/03949 (1997-02-01), None
patent: 11-510487 (1999-09-01), None
patent: WO 00/63163 (2000-10-01), None
Hiroaki Ueno, et al., “Synthesis and Evaluation of Antiinflammatory Activities of a Series of Cortlcosteroid 17 α-Esters Containing a Functional Group”, J. Med. Chem., vol. 34, No. 8, 1991, pp. 2468-2477.
Qun Li, et al, “Synthesis and Structure-Activity Relationships of 2-Pyridones: A Novel Series of Potent DNA Gyrase Inhibitors as Antibacterial Agents”, J. Med. Chem., vol. 39, No. 16, 1996, pp. 3070-3088.
John M. Janusz, et al., “New Cyclooxygenase-2/5-Lipoxygenase Inhibitors. 3.7-tert-Buty1-2-3-dihydro-3,3-dimethylbenzofuran Derivatives as Gastrointestinal Safe Antiinflammatory and Analgesic Agents: Variations at the 5 Position”, J. Med. Chem., vol. 41, No. 18, 1998, pp. 3515-3529.
Ioannis M. Takakis, et al., “Cyclopropanation of Some Simple Olefinic Compounds. Byproduct Formation in Excess Simmons-Smith Reagent”, J. Org. Chem., vol. 43, No. 18, 1978, pp. 3496-3500.
Shinya Nishida, et al., “Directive Effect of the Cyclopropyl Group in Hydroboration”, J. Org. Chem., vol. 32, Apr. 1967, pp. 939-942.
Harold Hart, et al., “The Effect of Ring Size on Diacyl Peroxide Decompositions”, J. Am. Chem. Soc., vol. 81, Sep. 20, 1959, pp. 4891-4896.
R. H. Mizzoni, et al., “Anticoccidial Activity in 1-[2-(Cycloalkyl)- and 2-(Cycloalkylmethyle 1-4-amino-5-pyrimidyl)methyl]pyridinium Salts”, Journal of Medicinal Chemistry, vol. 13, No. 5, 1970, pp. 878-882.
George E. Cartier, et al., “The Reaction of 2-Cyclopropylethylamine-1-14C with Nitrous Acid”, J. Am. Chem. Soc., vol. 85, Apr. 1963, pp. 932-937.

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