US3928452A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Preparation of mixtures of ketones and of their corresponding alcohols
Assignee: Rhone Poulenc SA
•
Filing: 1970-12-11
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Granted: 1975-12-23
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Expires: 1990-12-11
Abstract
Abstract Secondary hydroperoxides are decomposed in the liquid phase to give a mixture of a ketone and the corresponding alcohol by treatment with an aqueous solution of an inorganic derivative of chromium or vanadium.
Inventors
- 👤 Jean Claude Brunie
- 👤 Michel Costantini
- 👤 Noel Crenne
- 👤 Michel Jouffret
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 05:45
CPC Classifications
C; C07; C07C; C07C45/00; C07C45/51; C07C45/53; C07C29/00; C07C29/132; C07C2601/00; C07C2601/12; C07C2601/14
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
113 words
PROCESS FOR PREPARING A HYDROPEROXIDE DECOMPOSITION PRODUCT WHICH CONSISTS ESSENTIALLY OF A MIXTURE OF A MAJOR PROPORTION OF A KETONE OF THE GENERAL FORMULA R1R2CO AND A MINOR PROPORTION OF THE CORRESPONDING ALCOHOL OF THE GENERAL FORMULA R1R2CHOH IN WHICH R1 AND R2, WHICH MAY BE IDENTICAL OR DIFFERENT, EACH REPRESENT A MONOVALENT LINEAR OR BRANCHED ALIPHATIC HYDROCARBON RADICAL HAVING FROM 1 TO 18 CARBON ATOMS, AN ALICYCLIC HYDROCARBON RADICAL HAVING FROM 3 TO 16 CARBON ATOMS IN THE RING, OR A MONOCYCLIC OR POLYCYCLIC AROMATIC HYDROCARBON RADICAL, OR WHEREIN R1 AND R2 TOGETHER FORM A DIVALENT ALKYLENE OR ALKENYLENE RADICAL HAVING FROM 4 TO 15 CARBON ATOMS OR A RADICAL OF FORMULA:
Claim 2
Dependent Claim
113 words
PROCESS FOR PREPARING A HYDROPEROXIDE DECOMPOSITION PRODUCT WHICH CONSISTS ESSENTIALLY OF A MIXTURE OF A MAJOR PROPORTION OF A KETONE OF THE GENERAL FORMULA R1R2CO AND A MINOR PROPORTION OF THE CORRESPONDING ALCOHOL OF THE GENERAL FORMULA R1R2CHOH IN WHICH R1 AND R2, WHICH MAY BE IDENTICAL OR DIFFERENT, EACH REPRESENT A MONOVALENT LINEAR OR BRANCHED ALIPHATIC HYDROCARBON RADICAL HAVING FROM 1 TO 18 CARBON ATOMS, AN ALICYCLIC HYDROCARBON RADICAL HAVING FROM 3 TO 16 CARBON ATOMS IN THE RING, OR A MONOCYCLIC OR POLYCYCLIC AROMATIC HYDROCARBON RADICAL, OR WHEREIN R1 AND R2 TOGETHER FORM A DIVALENT ALKYLENE OR ALKENYLENE RADICAL HAVING FROM 4 TO 15 CARBON ATOMS OR A RADICAL OF FORMULA:
Claim 3
Dependent Claim
26 words
Process according to claim 1, wherein the treatment is carried out in the presence of an organic solvent for the hydroporoxide which is immiscible with water.
Claim 4
Dependent Claim
25 words
Process according to claim 2 wherein the organic solvent is a hydrocarbon of formula R1R2CH2 where R1 and R2 are as defined in claim 1.
Claim 5
Dependent Claim
21 words
Process according to claim 3 wherein the concentration of the hydroperoxide in the liquid phase is 2 - 20% by weight.
Claim 6
Dependent Claim
44 words
Process according to claim 3 wherein the amount of water in the aqueous solution is 2 - 10% by weight of the organic solvent when VDCl2 is used, or 30 - 70% by weight of the organic solvent when CrCl3.6H2O or CrO3 is used.
Claim 7
Dependent Claim
34 words
Process according to claim 1 wherein the aqueous solution of CrCl3.6H2O, CrO3 or VOCl2 used in an amount which provides 0.1 to 20 gram atoms of chromium or vanadium per 100 mols of hydroperoxide.
Claim 8
Dependent Claim
22 words
Process according to claim 6 wherein CrCl3.6H2O is used in an amount to provide 5-15 gram atoms Cr per 100 mols hydroperoxide.
Claim 9
Dependent Claim
24 words
Process according to claim 6 wherein CrO3 is used in an amount to provide 0.3 to 1 gram atom Cr per 100 mols hydroperoxide.
Claim 10
Dependent Claim
22 words
Process according to claim 6 wherein VoCl2 is used in an amount to provide 1-5 gram atoms V per 100 mols hydroperoxide.
Claim 11
Dependent Claim
13 words
Process according to claim 1 wherein the hydroperoxide is one of the formula
Claim 12
Dependent Claim
86 words
A process according to claim 1 wherein a solution of 2 - 20 % by weight of a cycloalkyl hydroperoxide or cycloalkenyl hydroperoxide in the corresponding cycloalkane or cycloalkene having a total of 5 - 16 carbon atoms, is treated with an aqueous solution of CrCl3.6H2O, CrO3 or VOCl2, the resulting mixture maintained at the temperature necessary to bring about substantially complete decomposition of the hydroperoxide with a desired time interval and the resulting cycloalkanone and cycloalkanol or cycloalkenone and cycloalkenol recovered from the reaction product.
Claim 13
Dependent Claim
25 words
A process according to claim 11 wherein CrCl3.6H2O or CrO3 is used and the mixture is heated to its boiling point to decompose the hydroperoxide.
Claim 14
Dependent Claim
20 words
A process according to claim 11 wherein VOCl2 is used and the hydroperoxide is decomposed without heating the mixture externally.
Claim 15
Dependent Claim
16 words
Process according to claim 1 wherein said reaction inducing temperature is about 20*C. to about 180*C.
Claim 16
Dependent Claim
16 words
Process according to claim 1 wherein said reaction inducing temperature is about 25*C. to about 150*C.
References Cited (Backward Citations)
US2497349A
Cited
US3505360A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-12-22 | 1979-06-23 | 1979-12-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-12-22 | 1983-06-23 | 1983-12-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-12-22 | 1987-06-23 | 1987-12-23 | $7700.00 | Window Closed / Lapsed |