Patents by Inventor Bernard J. Kane
Bernard J. Kane has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Patent number: 7560598Abstract: Cyclic ethers or chloroketones useful as fragrance components or intermediates are made by reacting a saturated, tertiary terpene alcohol with hypochloric acid under conditions effective to promote oxidation. trans-Pinanol gives predominantly 6,9-dimethyl-7-oxatricyclo[4.3.0.03,9]-nonane, while cis-pinanol yields almost exclusively 1-acetyl-3-(2-chloroethyl)-2,2-dimethylcyclobutane, a new and versatile intermediate for making cyclobutane derivatives having interesting and diverse aromas.Type: GrantFiled: April 7, 2006Date of Patent: July 14, 2009Assignee: Millennium Specialty Chemicals, Inc.Inventors: Bernard J. Kane, Mark B. Erman
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Patent number: 6515186Abstract: A process for obtaining alpha-campholenic aldehyde, which is useful as an aroma chemical and as a synthetic intermediate for other aroma chemicals, particularly those with a sandalwood odor, and also for some pharmaceuticals, is provided. In particular, the invention includes a continuous process for obtaining optically active or racemic &agr;-campholenic aldehyde by a catalytic rearrangement of optically active or racemic &agr;-pinene oxide that can be commercially practicable. In one embodiment, the method comprises continuously feeding &agr;-pinene oxide to a mixture including catalyst(s) and solvent(s), where the solvent(s) have a boiling point higher than the boiling point of &agr;-campholenic aldehyde, under conditions sufficient to provide for the complete, or at least partial, conversion of &agr;-pinene oxide into &agr;-campholenic aldehyde. The process further includes continuously removing &agr;-campholenic aldehyde from the reaction zone by suitable techniques such as distillation.Type: GrantFiled: May 8, 2001Date of Patent: February 4, 2003Assignee: Millennium Specialty ChemicalsInventors: Bernard J. Kane, Gary P. Sanders, Joe W. Snow, Mark B. Erman
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Publication number: 20020169343Abstract: A process for obtaining alpha-campholenic aldehyde, which is useful as an aroma chemical and as a synthetic intermediate for other aroma chemicals, particularly those with a sandalwood odor, and also for some pharmaceuticals, is provided. In particular, the invention includes a continuous process for obtaining optically active or racemic &agr;-campholenic aldehyde by a catalytic rearrangement of optically active or racemic &agr;-pinene oxide that can be commercially practicable.Type: ApplicationFiled: May 8, 2001Publication date: November 14, 2002Inventors: Bernard J. Kane, Gary P. Sanders, Joe W. Snow, Mark B. Erman
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Patent number: 5892104Abstract: This invention relates to a compound having the formula I: ##STR1## wherein n is an integer of from 0 to 1; when n is 1, one of dashed lines a and b is a single bond and the other of dashed lines a and b is a double bond, dashed line c is not present, and dashed line d is a single bond; when n is 0, dashed lines a, b, c and d are single bonds or one of dashed lines a and b is a single bond and the other of dashed lines a and b is a double bond, dashed line c is not present, and dashed line d is a double bond; R.sub.1, R.sub.2 and R.sub.3 are, independently, lower branched or straight chain alkyl, alkenyl or alkynyl of C.sub.1 -C.sub.6 ; and R.sub.4 is hydrogen, lower branched or straight chain alkyl, alkenyl or alkynyl of C.sub.1 -C.sub.5, or C(O)R.sub.5, wherein R.sub.5 is hydrogen or lower branched or straight chain alkyl, alkenyl or alkynyl of C.sub.1 -C.sub.4 ; wherein the sum of the carbon atoms in R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is less than or equal to eight carbon atoms.Type: GrantFiled: February 14, 1997Date of Patent: April 6, 1999Assignee: Millenium Specialty Chemicals, Inc.Inventors: Bernard J. Kane, Henri M. Hoffmann
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Patent number: 4371722Abstract: Disclosed are novel cyclic terpenoid amines which can be prepared by cyclizing the corresponding acyclic terpenoid amine.Type: GrantFiled: June 26, 1981Date of Patent: February 1, 1983Assignee: SCM CorporationInventors: Bernard J. Kane, Richard A. Von Genk
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Patent number: 4307255Abstract: Disclosed are novel cyclic terpenoid amines which can be prepared by cyclizing the corresponding acyclic terpenoid amine.Type: GrantFiled: March 14, 1980Date of Patent: December 22, 1981Assignee: SCM CorporationInventors: Bernard J. Kane, Richard A. Von Genk
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Patent number: 4289917Abstract: Alkali metal oxides of cis- and trans-2,6,6-trimethylbicyclo(3.1.1)-heptan-2-ol are surprisingly effective bases in organic reactions calling for the use of a strong base, especially those reactions wherein abstraction of a proton from attachment to a carbon atom is postulated to occur in the mechanism.Type: GrantFiled: August 17, 1979Date of Patent: September 15, 1981Assignee: SCM CorporationInventors: Bernard J. Kane, Sean G. Traynor
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Patent number: 4283347Abstract: Para-menth-1-ene-7-sulfonate salts are made by reacting .beta.-pinene with a bisulfite salt under free radical conditions.Type: GrantFiled: February 27, 1980Date of Patent: August 11, 1981Assignee: SCM CorporationInventors: Bernard J. Kane, Sean G. Traynor
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Patent number: 4267366Abstract: Disclosed are novel cyclic terpenoid amines which can be prepared by cyclizing the corresponding acyclic terpenoid amine.Type: GrantFiled: June 18, 1979Date of Patent: May 12, 1981Assignee: SCM CorporationInventors: Bernard J. Kane, Richard A. Von Genk
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Patent number: 4254291Abstract: A process for allylic rearrangement, particularly terpenoid allylic rearrangement, utilizing certain acid forming metals to form an ester or alcoholate (alcohologen) of the allylic alcohol to be rearranged, isomerizing and cleaving the alcohologen in the presence of a transition metal compound catalyst and recovering the rearranged alcohol.Type: GrantFiled: August 22, 1979Date of Patent: March 3, 1981Assignee: SCM CorporationInventor: Bernard J. Kane
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Patent number: 4244890Abstract: Disclosed are novel cyclic terpenoid amines which can be prepared by cyclizing the corresponding acyclic terpenoid amine.CROSS REFERENCE TO RELATED APPLICATIONSThis application is related to applicant's commonly owned copending application Ser. No. 916,966 filed 19 June 1978, now U.S. Pat. No. 4,179,468 dated 18 Dec. 1979 and entitled Cyclic Terpenoid Onium Salts, Their Preparation and Uses.Type: GrantFiled: December 14, 1977Date of Patent: January 13, 1981Assignee: SCM CorporationInventors: Bernard J. Kane, Richard A. Von Genk
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Patent number: 4224240Abstract: Para-menth-1-ene-7-sulfonate salts are made by reacting .beta.-pinene with a bisulfite salt under free radical conditions.Type: GrantFiled: April 13, 1979Date of Patent: September 23, 1980Assignee: SCM CorporationInventors: Bernard J. Kane, Sean G. Traynor
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Patent number: 4196303Abstract: The compound d-isomenthoxyacetic acid and various ester and amide derivatives are useful resolving agents and perfume ingredients.Type: GrantFiled: March 20, 1978Date of Patent: April 1, 1980Assignee: SCM CorporationInventors: Bernard J. Kane, Sean G. Traynor
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Patent number: 4179468Abstract: Acyclic terpenoid onium salts are cyclized in an acidic aqueous solution at a temperature of at least about 80.degree. C.Type: GrantFiled: June 19, 1978Date of Patent: December 18, 1979Assignee: SCM CorporationInventors: Bernard J. Kane, Richard A. Von Genk
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Patent number: 4136126Abstract: .beta.-Phellandrene is prepared by pyrolyzing a para-menth-1-ene-7-sulfonate salt.Type: GrantFiled: March 15, 1978Date of Patent: January 23, 1979Assignee: SCM CorporationInventors: Linda M. Hirschy, Bernard J. Kane, Sean G. Traynor
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Patent number: 4058572Abstract: In a process for hydrogenation, with elemental hydrogen gas in the presence of a hydrogenation catalyst, of a cyclic unsaturated compound having an hydroxyl group projecting from an asymmetric center of the ring and an olefinic carbon-to-carbon double bond which when saturated in the hydrogenation process creates an additional asymmetric center in the ring, the improvement for obtaining increased stereoselectivity by increasing the addition of said hydrogen to that side of the olefin bond on the same side of the compound molecule as said hydroxyl group, comprising: conducting said hydrogenation with a nickel hydrogenation catalyst that has a substantial fraction of its reactive surfaces inactivated.The invention is particularly applicable to the hydrogenation of d-trans-piperitol to d-isomenthol.Type: GrantFiled: May 6, 1975Date of Patent: November 15, 1977Assignee: SCM CorporationInventors: Bernard J. Kane, Karen E. Irving, James O. Bledsoe, Jr., Levy A. Canova
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Patent number: 3932539Abstract: An improved process for the preparation of unsaturated terpene alcohols such as myrcenol and cis and trans ocimenol is described. Acyclic terpene allylic halides are reacted with a tertiary amine of the formula hereinafter described to form the corresponding quaternary ammonium salt which is then acidified to remove the ethylenic unsaturation between the 6th and 7th carbon atom and adding a hydroxy substituent on the 7th carbon atom of the terpene halide salt. The hydrated terpene ammonium halide salt is made neutral and thermally decomposed into the unsaturated terpene alcohols. Myrcenol and ocimenol cis and trans are useful for their fragrance and aroma in perfumery and cosmetic manufacture.Type: GrantFiled: February 14, 1972Date of Patent: January 13, 1976Assignee: SCM CorporationInventors: Bernard J. Kane, Richard A. Von Genk