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US3117982A Expired / Lapsed US ⏱️ 0.0 years remaining

6-substittuted ionones and methods and intermediates used in their production

Assignee: Fritzsche Brothers Inc
•
Filing: 1960-09-19
•
Granted: 1964-01-14
•
Expires: 1980-09-19
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Abstract

No abstract record available.

Inventors

  • 👤 Derek H R Barton

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 20:37
CPC Classifications
C; C07; C07C; C07C49/00; C07C49/20; C07C49/24; C07C33/00; C07C33/02; C07C403/00; C07C403/14; C07C403/16; C07C49/245; C08; C08B; C08B31/00; C07C2601/00; C07C2601/12; C07C2601/16

Claims Analysis

Total Claims: 4
Claim 1
Independent Claim 4 words
2,6-DIMETHYL-3-SUBSTITUTED-UNDECA-6,8-DIEN-2-OL-10ONE HAVING THE FORMULA:
Claim 2
Dependent Claim 4 words
2,6-DIMETHYL-3-SUBSTITUTED-UNDECA-6,8-DIEN-2-OL-10ONE HAVING THE FORMULA:
Claim 3
Dependent Claim 147 words
IN THE METHOD OF PRODUCING A 6-SUTSTITUTED CYCLIC IONONE THE STEP OF REACTING $-IONONE IN SOLUTION IN AN INERT SOLVENT WITH A PERCARBOXYLIC ACID TO PRODUCE 2,3-DIMETHYL2,3-EPOXYUNDECA-6,8-DIENE-10-ONE, TREATING 2,3-DIMETHYL2,3-EPOXYUNDECA-6,8-DIENE-10-ONE WITH AN ALKALI METAL BOROHYDRIDE UNTIL THE KETONIC GROUP THEREOF HAS BEEN REDUCED TO THE HYDROXYL GROUP, REACTING UNDER ANHYDROUS CONDITIONS THE RESULTING 2,6-DIMETHYL-2,3-EPOXYUNDECA-6, 8-DIENE-10-OL WITH A GRIGNARD REAGENT HAVING THE FORMULA: R-MG-X, IN WHICH X IS A HALOGEN SELECTED FROM THE CLASS CONSISTING OF CHLORINE AND BROMINE AND R IS A MEMBER HAVING LESS THAN 8 CARBON ATOMS SELECTED FROM THE CLASS CONSISTING OF UNSUBSTITUTED ALKYL GROUPS AND UNSUBSTITUTED ARALYKL GROUPS, OXIDIZING THE RESULTING 3-SUBSTITUTED-2,6-DIMETHYLUNDECA-6,8-DIENE-2,10-DIOL WITH MANGANESE DIOXIDE TO PRODUCE A 3-SUBSTITUTED-2,6-DIMETHYLUNDECA-6,8-DIENE-2-OL-10-ONE AND ADDING SLOWLY THE LAST MENTIONED COMPOUND TO AN ACID TO PRODUCE THE 6-SUBSTITUTED CYCLIC IONONE, SAID ACID BEING SELECTED FROM THE CLASS CONSISTING OF SULPHURIC ACID, PHOSPHORIC ACID, LEWIS ACIDS AND TOLUENE SULPHONIC ACID.
Claim 4
Dependent Claim 147 words
IN THE METHOD OF PRODUCING A 6-SUTSTITUTED CYCLIC IONONE THE STEP OF REACTING $-IONONE IN SOLUTION IN AN INERT SOLVENT WITH A PERCARBOXYLIC ACID TO PRODUCE 2,3-DIMETHYL2,3-EPOXYUNDECA-6,8-DIENE-10-ONE, TREATING 2,3-DIMETHYL2,3-EPOXYUNDECA-6,8-DIENE-10-ONE WITH AN ALKALI METAL BOROHYDRIDE UNTIL THE KETONIC GROUP THEREOF HAS BEEN REDUCED TO THE HYDROXYL GROUP, REACTING UNDER ANHYDROUS CONDITIONS THE RESULTING 2,6-DIMETHYL-2,3-EPOXYUNDECA-6, 8-DIENE-10-OL WITH A GRIGNARD REAGENT HAVING THE FORMULA: R-MG-X, IN WHICH X IS A HALOGEN SELECTED FROM THE CLASS CONSISTING OF CHLORINE AND BROMINE AND R IS A MEMBER HAVING LESS THAN 8 CARBON ATOMS SELECTED FROM THE CLASS CONSISTING OF UNSUBSTITUTED ALKYL GROUPS AND UNSUBSTITUTED ARALYKL GROUPS, OXIDIZING THE RESULTING 3-SUBSTITUTED-2,6-DIMETHYLUNDECA-6,8-DIENE-2,10-DIOL WITH MANGANESE DIOXIDE TO PRODUCE A 3-SUBSTITUTED-2,6-DIMETHYLUNDECA-6,8-DIENE-2-OL-10-ONE AND ADDING SLOWLY THE LAST MENTIONED COMPOUND TO AN ACID TO PRODUCE THE 6-SUBSTITUTED CYCLIC IONONE, SAID ACID BEING SELECTED FROM THE CLASS CONSISTING OF SULPHURIC ACID, PHOSPHORIC ACID, LEWIS ACIDS AND TOLUENE SULPHONIC ACID.

References Cited (Backward Citations)

US2877271A Cited
US3041356A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1967-01-13 1967-07-15 1968-01-14 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1971-01-13 1971-07-15 1972-01-14 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1975-01-13 1975-07-15 1976-01-14 $7700.00 Window Closed / Lapsed

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