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US4420640A
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Method of producing 1,9-nonanedial and 9-hydroxy-7-nonen-1-al
Assignee: Kuraray Co Ltd
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Filing: 1982-04-27
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Granted: 1983-12-13
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Expires: 2002-04-27
Abstract
Abstract There is disclosed a method of producing 1,9-nonanedial and/or 9-hydroxy-7-nonen-1-al which comprises reacting 2,7-octadien-1-ol with a mixture of hydrogen and carbon monoxide in an organic solvent in the presence of a rhodium catalyst and 30-300 equivalents of a monodentate tertiary organic phosphorus compound in per gram atom of rhodium at a hydrogen partial pressure of 0.5-20 kg/cm 2 (absolute) and a carbon monoxide partial pressure of 0.1-5.0 kg/cm 2 (absolute).
Inventors
- 👤 Mitsuo Matsumoto
- 👤 Noriaki Yoshimura
- 👤 Masuhiko Tamura
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 10:38
CPC Classifications
C; C07; C07C; C07C47/00; C07C47/20; C07C47/26; C07C47/263; C07C45/00; C07C45/49
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
76 words
A method of producing 1,9-nonanedial which comprises reacting 2,7-octadien-1-ol with a mixture of hydrogen and carbon monoxide in an organic solvent in the presence of a rhodium catalyst and 30-300 equivalents of a monodentate tertiary organic phosphorus compound per gram atom of rhodium at a hydrogen partial pressure of 0.5-20 kg/cm 2 (absolute) and a carbon monoxide partial pressure of 0.1-5.0 kg/cm 2 (absolute), wherein said reacting is carried out at a temperature of 40°-130° C.
Claim 2
Independent Claim
76 words
A method of producing 1,9-nonanedial which comprises reacting 2,7-octadien-1-ol with a mixture of hydrogen and carbon monoxide in an organic solvent in the presence of a rhodium catalyst and 30-300 equivalents of a monodentate tertiary organic phosphorus compound per gram atom of rhodium at a hydrogen partial pressure of 0.5-20 kg/cm 2 (absolute) and a carbon monoxide partial pressure of 0.1-5.0 kg/cm 2 (absolute), wherein said reacting is carried out at a temperature of 40°-130° C.
Claim 3
Dependent Claim
26 words
The method of claim 1, wherein the rhodium catalyst is used at a rhodium concentration of 0.01-10 milligram atoms per liter of the liquid reaction mixture.
Claim 4
Dependent Claim
43 words
The method of claim 1, wherein the monodentate tertiary organic phosphorus compound is a trisubstituted phosphine or phosphite of the general formula PR'R"R'" wherein R', R" and R'" are the same or different and each is an aryl, aryloxy, alkyl or alkoxy group.
Claim 5
Independent Claim
10 words
The method of claims 1-3, wherein 9-hydroxy-7-nonen-1-al is additionally produced.
Claim 6
Dependent Claim
80 words
The method of claim 4, wherein said reaction occurs in the presence of a bidentate diphosphinoalkane of the formula ##STR5## wherein R 1 and R 2 independently represent an aryl group, R 3 and R 4 independently represent an aryl group or a hydrocarbon group containing at least one carbon atom and Z represents a linear alkylene group containing 2 to 5 carbon atoms wherein said alkylene group is unsubstituted or is substituted with a lower alkyl or alkylene group.
Claim 7
Dependent Claim
17 words
The method of claim 5 wherein Z is a radical selected from the group consisting of ##STR6##
References Cited (Backward Citations)
US4215077A
Cited
US4275243A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-12-12 | 1987-06-13 | 1987-12-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-12-12 | 1991-06-13 | 1991-12-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-12-12 | 1995-06-13 | 1995-12-13 | $7700.00 | Window Closed / Lapsed |