JPS5495535A - Production of ketone and lactone - Google Patents
Production of ketone and lactoneInfo
- Publication number
- JPS5495535A JPS5495535A JP27178A JP27178A JPS5495535A JP S5495535 A JPS5495535 A JP S5495535A JP 27178 A JP27178 A JP 27178A JP 27178 A JP27178 A JP 27178A JP S5495535 A JPS5495535 A JP S5495535A
- Authority
- JP
- Japan
- Prior art keywords
- acid
- lactone
- ketone
- useful
- cyclization
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 150000002576 ketones Chemical class 0.000 title abstract 3
- 150000002596 lactones Chemical class 0.000 title abstract 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 abstract 3
- XKZKQTCECFWKBN-VOTSOKGWSA-N (e)-dec-4-enoic acid Chemical compound CCCCC\C=C\CCC(O)=O XKZKQTCECFWKBN-VOTSOKGWSA-N 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N formic acid Substances OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 abstract 2
- IFYYFLINQYPWGJ-UHFFFAOYSA-N gamma-decalactone Chemical compound CCCCCCC1CCC(=O)O1 IFYYFLINQYPWGJ-UHFFFAOYSA-N 0.000 abstract 2
- 238000007363 ring formation reaction Methods 0.000 abstract 2
- XKZKQTCECFWKBN-UHFFFAOYSA-N trans-4-decenoic acid Natural products CCCCCC=CCCC(O)=O XKZKQTCECFWKBN-UHFFFAOYSA-N 0.000 abstract 2
- ILHZVKAXFCDFMT-UHFFFAOYSA-N 2-pentylcyclopent-2-en-1-one Chemical compound CCCCCC1=CCCC1=O ILHZVKAXFCDFMT-UHFFFAOYSA-N 0.000 abstract 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 abstract 1
- XMLSXPIVAXONDL-PLNGDYQASA-N Jasmone Chemical compound CC\C=C/CC1=C(C)CCC1=O XMLSXPIVAXONDL-PLNGDYQASA-N 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 230000002349 favourable effect Effects 0.000 abstract 1
- 235000019253 formic acid Nutrition 0.000 abstract 1
- IFYYFLINQYPWGJ-VIFPVBQESA-N gamma-Decalactone Natural products CCCCCC[C@H]1CCC(=O)O1 IFYYFLINQYPWGJ-VIFPVBQESA-N 0.000 abstract 1
- 239000007791 liquid phase Substances 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 235000006408 oxalic acid Nutrition 0.000 abstract 1
- 239000011973 solid acid Substances 0.000 abstract 1
- XMLSXPIVAXONDL-UHFFFAOYSA-N trans-jasmone Natural products CCC=CCC1=C(C)CCC1=O XMLSXPIVAXONDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000012808 vapor phase Substances 0.000 abstract 1
- PHXATPHONSXBIL-UHFFFAOYSA-N xi-gamma-Undecalactone Chemical compound CCCCCCCC1CCC(=O)O1 PHXATPHONSXBIL-UHFFFAOYSA-N 0.000 abstract 1
Landscapes
- Furan Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
PURPOSE: 4-Decenoic acid that has a carbon-carbon double bond in the position favourable to cyclization is used to prepare a ketone and lactone useful for perfumery or its intermediate in high conversion and selectivity.
CONSTITUTION: The cyclization of 4-decenoic acid in liquid or vapor phase is effected using an acidic catalyst, e.g., inorganic acid as polyphosphoric or sulfuric acid, organic acid as formic or oxalic acid, or solid acid to produce 2-n-pentyl-2- cyclopentene-1-one and γ-decalactone in high yield. The reaction temperature is in the range from room temperature to 100°C.
USE: The ketone is useful for synthetic intermediate of jasmone and the lactone is useful for peach lactone.
COPYRIGHT: (C)1979,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP27178A JPS5495535A (en) | 1978-01-06 | 1978-01-06 | Production of ketone and lactone |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP27178A JPS5495535A (en) | 1978-01-06 | 1978-01-06 | Production of ketone and lactone |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS5495535A true JPS5495535A (en) | 1979-07-28 |
Family
ID=11469233
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP27178A Pending JPS5495535A (en) | 1978-01-06 | 1978-01-06 | Production of ketone and lactone |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5495535A (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5646833A (en) * | 1979-09-25 | 1981-04-28 | T Hasegawa Co Ltd | Preparation of 2-substituted 5-membered cyclic ketone and its intermediate |
| JPS62298547A (en) * | 1986-06-18 | 1987-12-25 | Sumitomo Chem Co Ltd | Production of 2-cyclopentenone derivative |
| US5118864A (en) * | 1990-03-13 | 1992-06-02 | Basf Aktiengesellschaft | Preparation of cyclopentenones |
| EP1652845A3 (en) * | 2004-09-20 | 2006-05-10 | Kao Corporation | Process for preparing lactones and the use thereof as odoriferous material |
| CN102503915A (en) * | 2011-10-25 | 2012-06-20 | 靖江泰达香料化工有限公司 | Peach aldehyde continuous reaction device |
| US8513305B2 (en) | 2007-05-14 | 2013-08-20 | Research Foundation Of State University Of New York | Induction of a physiological dispersion response in bacterial cells in a biofilm |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5242814A (en) * | 1975-10-03 | 1977-04-04 | Agency Of Ind Science & Technol | Process for preparation of ketone compounds |
-
1978
- 1978-01-06 JP JP27178A patent/JPS5495535A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5242814A (en) * | 1975-10-03 | 1977-04-04 | Agency Of Ind Science & Technol | Process for preparation of ketone compounds |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5646833A (en) * | 1979-09-25 | 1981-04-28 | T Hasegawa Co Ltd | Preparation of 2-substituted 5-membered cyclic ketone and its intermediate |
| JPS62298547A (en) * | 1986-06-18 | 1987-12-25 | Sumitomo Chem Co Ltd | Production of 2-cyclopentenone derivative |
| US5118864A (en) * | 1990-03-13 | 1992-06-02 | Basf Aktiengesellschaft | Preparation of cyclopentenones |
| EP1652845A3 (en) * | 2004-09-20 | 2006-05-10 | Kao Corporation | Process for preparing lactones and the use thereof as odoriferous material |
| US8513305B2 (en) | 2007-05-14 | 2013-08-20 | Research Foundation Of State University Of New York | Induction of a physiological dispersion response in bacterial cells in a biofilm |
| US10653140B2 (en) | 2007-05-14 | 2020-05-19 | The Research Foundation For The State University Of New York | Induction of a physiological dispersion response in bacterial cells in a biofilm |
| CN102503915A (en) * | 2011-10-25 | 2012-06-20 | 靖江泰达香料化工有限公司 | Peach aldehyde continuous reaction device |
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