ES446444A1 - Process for the preparation of carbonyl alpha-perfluoro derivatives - Google Patents
Process for the preparation of carbonyl alpha-perfluoro derivativesInfo
- Publication number
- ES446444A1 ES446444A1 ES446444A ES446444A ES446444A1 ES 446444 A1 ES446444 A1 ES 446444A1 ES 446444 A ES446444 A ES 446444A ES 446444 A ES446444 A ES 446444A ES 446444 A1 ES446444 A1 ES 446444A1
- Authority
- ES
- Spain
- Prior art keywords
- radical
- formula
- preparation
- atom
- perfluorinated
- 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.)
- Expired
Links
- 238000000034 method Methods 0.000 title abstract 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 title 1
- 150000003254 radicals Chemical class 0.000 abstract 10
- -1 alkoxycarbonyl radical Chemical class 0.000 abstract 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- 150000005840 aryl radicals Chemical class 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000005842 heteroatom Chemical group 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 abstract 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000002081 enamines Chemical class 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 125000003367 polycyclic group Chemical group 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 125000004434 sulfur atom Chemical group 0.000 abstract 1
- 150000003505 terpenes Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/80—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen
- C07C49/813—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen polycyclic
-
- 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
- C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
- C07C45/516—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of nitrogen-containing compounds to >C = O groups
-
- 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
- C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
- C07C45/562—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with nitrogen as the only hetero atom
-
- 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
- C07C45/65—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 splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/02—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen
- C07C47/14—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen containing halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/02—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen
- C07C47/14—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen containing halogen
- C07C47/17—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen containing halogen containing rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
- C07C47/24—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/04—Saturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/16—Saturated compounds containing keto groups bound to acyclic carbon atoms containing halogen
- C07C49/167—Saturated compounds containing keto groups bound to acyclic carbon atoms containing halogen containing only fluorine as halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/04—Saturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/185—Saturated compounds containing keto groups bound to acyclic carbon atoms containing —CHO groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/213—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing six-membered aromatic rings
- C07C49/217—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing six-membered aromatic rings having unsaturation outside the aromatic rings
- C07C49/223—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing six-membered aromatic rings having unsaturation outside the aromatic rings polycyclic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/227—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/227—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing halogen
- C07C49/23—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing halogen containing rings other than six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/227—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing halogen
- C07C49/233—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings
- C07C49/235—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings having unsaturation outside the aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/227—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing halogen
- C07C49/237—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings and other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/385—Saturated compounds containing a keto group being part of a ring
- C07C49/457—Saturated compounds containing a keto group being part of a ring containing halogen
- C07C49/463—Saturated compounds containing a keto group being part of a ring containing halogen a keto group being part of a six-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/18—Preparation of carboxylic acid esters by conversion of a group containing nitrogen into an ester group
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Procedure for the preparation of fluorine-containing compounds, particularly for the preparation of α-perfluorinated carbonylated compounds, of the formula: **(See formula)** in which Rf is a perfluorinated radical of formula CnF2n + 1'where n is an integer from 1 to 20, R1 and R2 represent, independently of each other, a hydrogen atom, an alkoyl radical, a cycloalkoyl radical, an alkoxycarbonyl radical, an alkoxycarbonyl radical, an alkoysulfonyl radical, an alloenyl radical, an aryl radical or a nitro group, R3 represents hydrogen, an alkoyl radical, a cicalkoyl radical, an aryl radical, an alkoxy radical, an alkoylthio radical or a radical of the formula: **(See formula)** in which R4 and R5 are alodium radicals or together with the nitrogen atom form a heterocycle saturated with 5 or 6 links that can contain, like another heteroatom, an oxygen atom, or R1 and R3 together form a cycloalkyl radical, a Polycyclic system of the sterophobic or isoprenoid type or an optionally substituted saturated heterocyclic radical comprising, as heteroatom, a nitrogen, oxygen or sulfur atom, characterized in that a perfluoroiodoalkane of formula RfI is reacted with an enamine of formula : **(See formula)** with Rf, R1, R2 and R3 having the significance given above and R'4 and R'5, it has a significance analogous to that given for R4 and R5 and the intermediate formed in an acid medium is hydrolyzed. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7509937A FR2305421A1 (en) | 1975-03-28 | 1975-03-28 | PROCESS FOR PREPARING A-PERFLUORED CARBONYL DERIVATIVES AND PRODUCTS OBTAINED BY THIS PROCESS |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES446444A1 true ES446444A1 (en) | 1977-10-16 |
Family
ID=9153304
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES446444A Expired ES446444A1 (en) | 1975-03-28 | 1976-03-27 | Process for the preparation of carbonyl alpha-perfluoro derivatives |
Country Status (10)
| Country | Link |
|---|---|
| JP (1) | JPS51125314A (en) |
| AU (1) | AU1245776A (en) |
| BE (1) | BE839794A (en) |
| CH (1) | CH609319A5 (en) |
| DE (1) | DE2613003A1 (en) |
| ES (1) | ES446444A1 (en) |
| FR (1) | FR2305421A1 (en) |
| GB (1) | GB1484117A (en) |
| IT (1) | IT1058765B (en) |
| NL (1) | NL7603105A (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS56125329A (en) | 1980-03-07 | 1981-10-01 | Sagami Chem Res Center | Preparation of aldehyde having perfluoro group |
| EP0082252B1 (en) * | 1981-11-26 | 1985-08-21 | Daikin Kogyo Co., Ltd. | Process for producing fluorine-containing organic compound |
| US4692536A (en) * | 1985-10-21 | 1987-09-08 | Ciba-Geigy Corporation | Process for the preparation of hemiaminals, and the use thereof |
| CN104649882A (en) * | 2015-02-11 | 2015-05-27 | 南通恒盛精细化工有限公司 | Intermediate preparation process of phosphodiesterase inhibitor |
| JP7058518B2 (en) * | 2018-03-01 | 2022-04-22 | 国立大学法人お茶の水女子大学 | Method for producing a fluorine-containing compound |
-
1975
- 1975-03-28 FR FR7509937A patent/FR2305421A1/en active Granted
-
1976
- 1976-03-17 CH CH331676A patent/CH609319A5/en not_active IP Right Cessation
- 1976-03-19 GB GB11175/76A patent/GB1484117A/en not_active Expired
- 1976-03-19 BE BE165359A patent/BE839794A/en unknown
- 1976-03-24 NL NL7603105A patent/NL7603105A/en not_active Application Discontinuation
- 1976-03-26 DE DE19762613003 patent/DE2613003A1/en active Granted
- 1976-03-26 IT IT67714/76A patent/IT1058765B/en active
- 1976-03-27 ES ES446444A patent/ES446444A1/en not_active Expired
- 1976-03-27 JP JP51033119A patent/JPS51125314A/en active Pending
- 1976-03-29 AU AU12457/76A patent/AU1245776A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE2613003B2 (en) | 1979-09-27 |
| GB1484117A (en) | 1977-08-24 |
| DE2613003A1 (en) | 1976-10-21 |
| CH609319A5 (en) | 1979-02-28 |
| FR2305421A1 (en) | 1976-10-22 |
| JPS51125314A (en) | 1976-11-01 |
| AU1245776A (en) | 1977-10-06 |
| DE2613003C3 (en) | 1980-06-19 |
| BE839794A (en) | 1976-09-20 |
| FR2305421B1 (en) | 1980-06-27 |
| NL7603105A (en) | 1976-09-30 |
| IT1058765B (en) | 1982-05-10 |
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