US4147726A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Acid-catalyzed hydrolysis of organic hydroperoxide employing a polar solvent and phenol as reaction medium
Assignee: Phillips Petroleum Co
•
Filing: 1976-11-08
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Granted: 1979-04-03
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Expires: 1996-11-08
Abstract
Abstract An organic hydroperoxide is hydrolyzed by acid-catalysis in a reaction medium comprising essentially a mixture of a polar solvent, e.g. a low boiling, low molecular weight alcohol and/or sulfolane and phenol. Specifically cyclohexanone and phenol are obtained from cyclohexylbenzene hydroperoxide.
Inventors
- 👤 Yulin Wu
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 15:30
CPC Classifications
C; C07; C07C; C07C409/00; C07C409/40; C07C37/00; C07C37/08; C07C407/00; C07C409/02; C07C409/04; C07C409/08; C07C409/10; C07C409/14; C07C45/00; C07C45/51; C07C45/53; C07C2601/00; C07C2601/12; C07C2601/14
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
38 words
A process for the acid-catalyzed hydrolysis of an organic hydroperoxide which comprises conducting the hydrolysis in a reaction medium comprising phenol and at least one material selected from a low boiling or low molecular weight alcohol and sulfolane.
Claim 2
Dependent Claim
38 words
A process for the acid-catalyzed hydrolysis of an organic hydroperoxide which comprises conducting the hydrolysis in a reaction medium comprising phenol and at least one material selected from a low boiling or low molecular weight alcohol and sulfolane.
Claim 3
Dependent Claim
18 words
A process according to claim 1 wherein the alcohol is selected from methanol, ethanol, 1-proponal, 1-butanol and 2-butanol.
Claim 4
Dependent Claim
11 words
A process according to claim 1 whenever the medium contains sulfolane.
Claim 5
Dependent Claim
14 words
A process according to claim 1 wherein the organic hydroperoxide is a naphthene hydroperoxide.
Claim 6
Dependent Claim
18 words
A process according to claim 1 wherein the alcohol is methanol and the hydroperoxide is a naphthene hydroperoxide.
Claim 7
Dependent Claim
12 words
A process according to claim 1 wherein the hydroperoxide is cyclohexylbenzene hydroperoxide.
Claim 8
Dependent Claim
17 words
A process according to claim 1 wherein the alcohol is methanol and the hydroperoxide is cyclohexylbenzene hydroperoxide.
Claim 9
Dependent Claim
56 words
A process for the production of cyclohexanone and phenol from cyclohexylbenzene which comprises converting cyclohexylbenzene to cyclohexylbenzene hydroperoxide and then hydrolyzing the hydroperoxide in the presence of a reaction medium comprising essentially phenol and at least one of a low boiling, low molecular weight alcohol and sulfolane, under conditions to obtain said cyclohexanone and said phenol.
Claim 10
Dependent Claim
56 words
A process for the production of cyclohexanone and phenol from cyclohexylbenzene which comprises converting cyclohexylbenzene to cyclohexylbenzene hydroperoxide and then hydrolyzing the hydroperoxide in the presence of a reaction medium comprising essentially phenol and at least one of a low boiling, low molecular weight alcohol and sulfolane, under conditions to obtain said cyclohexanone and said phenol.
Claim 11
Dependent Claim
22 words
A process according to claim 8 wherein the conversion of the cyclohexylbenzene hydroperoxide is effected in the presence of sulfolane and phenol.
Claim 12
Dependent Claim
26 words
A process according to claim 8 wherein the conversion of the cyclohexylbenzene hydroperoxide is effected in the presence of a low boiling, low molecular weight alcohol.
Claim 13
Dependent Claim
71 words
A process according to claim 1 wherein the organic hydroperoxide is obtained by the oxidation of an aromatic compound having up to 30 carbon atoms and having the general formula ##STR2## wherein R 1 and R 2 is selected from hydrogen, alkyl, aryl, and R 1 and R 2 taken together forming a cycloalkyl ring having 4-7 carbon atoms; and wherein A is selected from alkyl, cycloalkyl, aryl, and substituted aryl.
Claim 14
Dependent Claim
54 words
A process according to claim 1 wherein the organic hydroperoxide is obtained by the oxidation of an aromatic compound having up to 30 carbon atoms and the general formula ##STR3## wherein R 1 and R 2 together form a cycloalkyl ring having 4-7 carbon atoms and A is selected from aryl and cycloalkyl groups.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-04-02 | 1982-10-02 | 1983-04-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-04-02 | 1986-10-02 | 1987-04-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-04-02 | 1990-10-02 | 1991-04-03 | $7700.00 | Window Closed / Lapsed |