CA2343521A1 - Procede pour preparer des cetones .gamma.,.delta.-insaturees par reaction de carroll - Google Patents
Procede pour preparer des cetones .gamma.,.delta.-insaturees par reaction de carroll Download PDFInfo
- Publication number
- CA2343521A1 CA2343521A1 CA002343521A CA2343521A CA2343521A1 CA 2343521 A1 CA2343521 A1 CA 2343521A1 CA 002343521 A CA002343521 A CA 002343521A CA 2343521 A CA2343521 A CA 2343521A CA 2343521 A1 CA2343521 A1 CA 2343521A1
- Authority
- CA
- Canada
- Prior art keywords
- reaction
- formula
- methyl
- aluminum
- acetoacetate
- 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.)
- Abandoned
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/673—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by change of size of the carbon skeleton
- C07C45/676—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by change of size of the carbon skeleton by elimination of carboxyl groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
l'invention concerne un procédé de préparation de cétones .gamma.,.delta.-insaturées de la formule générale (I), par réaction d'un alcool d'allyle ou d'un alcool de propargyle de la formule générale (II) dans laquelle R?1¿ désigne H ou un reste hydrocarbure ramifié saturé ou insaturé, éventuellement substitué par des groupes méthoxy et ayant entre 1 et 33 atomes de C, la ligne pointillée pouvant désigner une autre liaison entre les atomes de C la portant, avec un ester d'alkyle d'acide acétylacétique à des températures comprises entre 150 et 220 ·C, dans une réaction de Carroll éventuellement modifiée, en présence d'un catalyseur aluminium et par séparation par distillation de l'alcanol formé à cette occasion. Ce procédé se caractérise en ce que l'ester d'alkyle d'acide acétylacétique utilisé est un ester d'acide acétylacétique de la formule générale (III) dans laquelle R?2¿ désigne un groupe alkyle ayant entre 1 et 4 atomes de C.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19840746.7 | 1998-09-07 | ||
DE19840746A DE19840746A1 (de) | 1998-09-07 | 1998-09-07 | Verfahren zur Herstellung gamma,delta-ungesättigter Ketone durch Carroll-Reaktion |
PCT/EP1999/006447 WO2000014046A1 (fr) | 1998-09-07 | 1999-09-02 | PROCEDE POUR PREPARER DES CETONES η,δ-INSATUREES PAR REACTION DE CARROLL |
Publications (1)
Publication Number | Publication Date |
---|---|
CA2343521A1 true CA2343521A1 (fr) | 2000-03-16 |
Family
ID=7880056
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002343521A Abandoned CA2343521A1 (fr) | 1998-09-07 | 1999-09-02 | Procede pour preparer des cetones .gamma.,.delta.-insaturees par reaction de carroll |
Country Status (10)
Country | Link |
---|---|
EP (1) | EP1112245A1 (fr) |
JP (1) | JP2002524435A (fr) |
KR (1) | KR20010074970A (fr) |
CN (1) | CN1348434A (fr) |
AU (1) | AU5858399A (fr) |
CA (1) | CA2343521A1 (fr) |
DE (1) | DE19840746A1 (fr) |
ID (1) | ID27392A (fr) |
IL (1) | IL141689A0 (fr) |
WO (1) | WO2000014046A1 (fr) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2002121165A (ja) * | 2000-10-16 | 2002-04-23 | Kuraray Co Ltd | 不飽和ケトンの製造方法 |
JP2002121166A (ja) * | 2000-10-16 | 2002-04-23 | Kuraray Co Ltd | 不飽和ケトンの製造方法 |
WO2008047690A1 (fr) * | 2006-10-11 | 2008-04-24 | Eisai R & D Management Co., Ltd. | Procédé de préparation de la géranylgéranylacétone |
CN102050714B (zh) * | 2010-12-08 | 2014-02-05 | 重庆恒韵医药有限公司 | 一种合成替普瑞酮的方法 |
CN103058839B (zh) * | 2013-01-25 | 2014-12-17 | 四川源基制药有限公司 | 替普瑞酮合成及纯化工艺 |
CN104513117B (zh) * | 2013-10-08 | 2016-08-10 | 中国科学院大连化学物理研究所 | 一种手性β-乙炔基酮化合物的催化不对称合成方法 |
CN104326890B (zh) * | 2014-11-21 | 2016-08-24 | 山东新和成药业有限公司 | 一种Carroll反应连续化工艺方法 |
CN106946672A (zh) | 2015-12-11 | 2017-07-14 | 帝斯曼知识产权资产管理有限公司 | 制造6,10,14‑三甲基十五烷‑2‑酮的方法 |
WO2018108606A1 (fr) | 2016-12-12 | 2018-06-21 | Dsm Ip Assets B.V. | Procédé de fabrication de 6,10-diméthylundécan-2-one, d'isophytol, d'alpha-tocophérol (acétate) et d'autres intermédiaires de celui-ci |
CN116212943A (zh) * | 2022-12-05 | 2023-06-06 | 江苏宏邦化工科技有限公司 | 一种新型碱性催化剂的制备方法及其在制备甲基庚烯酮中的应用 |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH493453A (de) * | 1968-07-23 | 1970-07-15 | Basf Ag | Verfahren zur Herstellung von 6,10-Dimethyl-undecatrien-(3,5,10)-on-(2) |
DE2928944A1 (de) * | 1979-07-18 | 1981-02-12 | Basf Ag | Verbessertes verfahren zur herstellung von hoeheren ungesaettigten ketonen |
DE19647117A1 (de) * | 1996-11-14 | 1998-05-28 | Basf Ag | Verfahren zur Herstellung gamma,delta-ungesättigten Ketonen durch Caroll-Reaktion in cyclischen Carbonaten oder gamma-Lactonen als Lösungsmittel |
US6051741A (en) * | 1997-10-17 | 2000-04-18 | Basf Aktiengesellschaft | Preparation of γ,δ-unsaturated ketones by the Carroll reaction, novel catalysts therefor and the preparation thereof |
-
1998
- 1998-09-07 DE DE19840746A patent/DE19840746A1/de not_active Withdrawn
-
1999
- 1999-09-02 AU AU58583/99A patent/AU5858399A/en not_active Abandoned
- 1999-09-02 IL IL14168999A patent/IL141689A0/xx unknown
- 1999-09-02 KR KR1020017002894A patent/KR20010074970A/ko not_active Application Discontinuation
- 1999-09-02 ID IDW20010546A patent/ID27392A/id unknown
- 1999-09-02 WO PCT/EP1999/006447 patent/WO2000014046A1/fr not_active Application Discontinuation
- 1999-09-02 CA CA002343521A patent/CA2343521A1/fr not_active Abandoned
- 1999-09-02 JP JP2000568806A patent/JP2002524435A/ja not_active Withdrawn
- 1999-09-02 EP EP99946093A patent/EP1112245A1/fr not_active Withdrawn
- 1999-09-02 CN CN99812906A patent/CN1348434A/zh active Pending
Also Published As
Publication number | Publication date |
---|---|
CN1348434A (zh) | 2002-05-08 |
DE19840746A1 (de) | 2000-03-09 |
AU5858399A (en) | 2000-03-27 |
KR20010074970A (ko) | 2001-08-09 |
EP1112245A1 (fr) | 2001-07-04 |
ID27392A (id) | 2001-04-05 |
WO2000014046A1 (fr) | 2000-03-16 |
JP2002524435A (ja) | 2002-08-06 |
IL141689A0 (en) | 2002-03-10 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FZDE | Discontinued |