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US4343955A
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US
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Method for the preparation of cis-alkylcyclohexanols
Assignee: Shin-Etsu Chemical Co Ltd
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Filing: 1979-03-06
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Granted: 1982-08-10
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Expires: 1999-03-06
Abstract
Abstract An improved method for selectively hydrogenating an alkylphenol to produce the corresponding cis-alkylcyclohexanol by employing a solid catalyst is disclosed. The catalyst useful in this method is a ruthenium catalyst supported on an alumina carrier. This catalyst exhibits excellent reactivity, selectivity and durability in the catalytic hydrogenation compared to conventional rhodium or ruthenium catalysts, such as ruthenium oxide and ruthenium catalysts supported on carbon. The alkylcyclohexanol product contains so much cis-isomer that it is suitable as such for use as an intermediate for the synthesis of varous chemicals, such as perfumes.
Inventors
- 👤 Mituyoshi Oshima
- 👤 Jun Yoshimoto
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 22:12
CPC Classifications
C; C07; C07C; C07C29/00; C07C29/17; C07C29/19; C07C29/20; C07C2601/00; C07C2601/12; C07C2601/14
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
35 words
A method for preparing cis-4-tert-butylcyclohexanol which comprises hydrogenating 4-tert-butylphenol with hydrogen in the presence of a catalyst containing ruthenium supported on an alumina carrier under a superatmospheric pressure of hydrogen and at an elevated temperature.
Claim 2
Independent Claim
35 words
A method for preparing cis-4-tert-butylcyclohexanol which comprises hydrogenating 4-tert-butylphenol with hydrogen in the presence of a catalyst containing ruthenium supported on an alumina carrier under a superatmospheric pressure of hydrogen and at an elevated temperature.
Claim 3
Dependent Claim
17 words
The method of claim 1 wherein the catalyst contains from 0.1 to 20% by weight of ruthenium.
Claim 4
Dependent Claim
19 words
The method of claim 1 wherein the elevated temperature is in the range from 40° C. to 200° C.
Claim 5
Dependent Claim
19 words
The method of claim 1 or claim 2 wherein the superatmospheric pressure is at least 5 kg/cm 2 G.
Claim 6
Dependent Claim
15 words
The method as claimed in claim 1 wherein the alkylphenol is diluted with a solvent.
Claim 7
Dependent Claim
30 words
The method of claim 1 wherein the amount of the catalyst is in the range from 0.01% to 1.0% by weight as ruthenium based on the amount of the alkylphenol.
Claim 8
Dependent Claim
40 words
The method of claim 1 wherein the alumina carrier has a specific surface area in the range from 100 m 2 /g to 300 m 2 /g and a particle size distribution to pass a screen of 100 mesh opening.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-08-09 | 1986-02-08 | 1986-08-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-08-09 | 1990-02-08 | 1990-08-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-08-09 | 1994-02-08 | 1994-08-10 | $7700.00 | Window Closed / Lapsed |