GB1071365A - Tobacco and the preparation of a naphthalenone derivative - Google Patents

Tobacco and the preparation of a naphthalenone derivative

Info

Publication number
GB1071365A
GB1071365A GB3213965A GB3213965A GB1071365A GB 1071365 A GB1071365 A GB 1071365A GB 3213965 A GB3213965 A GB 3213965A GB 3213965 A GB3213965 A GB 3213965A GB 1071365 A GB1071365 A GB 1071365A
Authority
GB
United Kingdom
Prior art keywords
ionone
tetrahydro
tobacco
naphthalenone
oxodihydro
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB3213965A
Inventor
Donald Leroy Roberts
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
RJ Reynolds Tobacco Co
Original Assignee
RJ Reynolds Tobacco Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by RJ Reynolds Tobacco Co filed Critical RJ Reynolds Tobacco Co
Priority to GB3213965A priority Critical patent/GB1071365A/en
Publication of GB1071365A publication Critical patent/GB1071365A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/613—Unsaturated compounds containing a keto groups being part of a ring polycyclic
    • C07C49/617—Unsaturated compounds containing a keto groups being part of a ring polycyclic a keto group being part of a condensed ring system
    • C07C49/623—Unsaturated compounds containing a keto groups being part of a ring polycyclic a keto group being part of a condensed ring system having two rings
    • C07C49/637—Unsaturated compounds containing a keto groups being part of a ring polycyclic a keto group being part of a condensed ring system having two rings the condensed ring system containing ten carbon atoms
    • A—HUMAN NECESSITIES
    • A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18—Treatment of tobacco products or tobacco substitutes
    • A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/30—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
    • A24B15/301—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances by aromatic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/62—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by hydrogenation of carbon-to-carbon double or triple bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
    • C07C49/21—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing rings other than six-membered aromatic rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

4,4a,5,6 - Tetrahydro - 4,4,7 - tri - methyl-2(3H)-naphthalenon is produced by oxidizing dihydro-a -ionone with t.-butyl chromate to form 5-oxodihydro-a -ionone, contacting the so-formed 5-oxodihydro-a -ionone with a catalyst selected from acids and bases to form 4,4a, 5,6-tetrahydro - 4,4,7 - trimethyl 2(3H) - naphthalenone and recovering the latter. Several catalysts are listed and sodium methoxide is employed in the example. The product is employed to improve the flavour of tobacco products.ALSO:Tobacco products are improved by adding thereto 4, 4a, 5, 6-tetrahydro-4, 4, 7-trimethyl-2 (3H)-naphthalenone (see Division C2) in amount sufficient to impart a peppery spicy odour. The additive may be applied by spraying or dipping using suitable solutions or suspensions. In an example an aged, cured and shredded burley tobacco is sprayed with an ethanol solution of the additive and after removal of the solvent is made into cigarettes.
GB3213965A 1965-08-19 1965-08-19 Tobacco and the preparation of a naphthalenone derivative Expired GB1071365A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3213965A GB1071365A (en) 1965-08-19 1965-08-19 Tobacco and the preparation of a naphthalenone derivative

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3213965A GB1071365A (en) 1965-08-19 1965-08-19 Tobacco and the preparation of a naphthalenone derivative

Publications (1)

Publication Number Publication Date
GB1071365A true GB1071365A (en) 1967-06-07

Family

ID=10333899

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3213965A Expired GB1071365A (en) 1965-08-19 1965-08-19 Tobacco and the preparation of a naphthalenone derivative

Country Status (1)

Country Link
GB (1) GB1071365A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0204952A1 (en) * 1985-05-10 1986-12-17 Dragoco Gerberding & Co. GmbH Process for the production of 4,4,7-trimethyl-3,4,7,8,-tetrahydro-2 (6H)-naphthalenone, pure or mixed with 3,5,5-trimethyl-4-butenylidene-cyclohex-2-en-1-ones, products obtained from these and their uses as perfumes and aromas

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0204952A1 (en) * 1985-05-10 1986-12-17 Dragoco Gerberding & Co. GmbH Process for the production of 4,4,7-trimethyl-3,4,7,8,-tetrahydro-2 (6H)-naphthalenone, pure or mixed with 3,5,5-trimethyl-4-butenylidene-cyclohex-2-en-1-ones, products obtained from these and their uses as perfumes and aromas

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