US4701569A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for the preparation of perfluoroalkylated alcohols and esters
Assignee: Rhone Poulenc Specialites Chimiques
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Filing: 1986-05-21
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Granted: 1987-10-20
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Expires: 2006-05-21
Abstract
Abstract A process for the preparation of perfluoroalkylated alcohols and esters by bringing a carbonyl-containing derivative and a perfluoroalkyl iodide or bromide into contact with zinc, preferably in the presence of a polar aprotic solvent and/or a pyridine.
Inventors
- 👤 Catherine Francese
- 👤 Marc Tordeux
- 👤 Claude Wakselman
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 22:35
CPC Classifications
C; C07; C07C; C07C67/00; C07C67/14; C07C29/00; C07C29/36; C07C29/38; C07C29/40; C07C67/30; C07C67/333; C07C67/343; C07B; C07B2200/00; C07B2200/09; C07C2601/00; C07C2601/12; C07C2601/14; C07C2603/00; C07C2603/02; C07C2603/04; C07C2603/22; C07C2603/24
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
35 words
A process for the perfluoroalkylation of carbonyl compounds, comprising the step of reacting a carbonyl-containing derivative with a perfluoroalkyl iodide or bromide in the presence of zinc and in the substantial absence of ultrasonic waves.
Claim 2
Dependent Claim
35 words
A process for the perfluoroalkylation of carbonyl compounds, comprising the step of reacting a carbonyl-containing derivative with a perfluoroalkyl iodide or bromide in the presence of zinc and in the substantial absence of ultrasonic waves.
Claim 3
Dependent Claim
17 words
The process of claim 1, wherein said reaction occurs in a polar aprotic solvent and/or a pyridine.
Claim 4
Dependent Claim
11 words
The process of claim 1, wherein the perfluoroalkyl bromide is bromotrifluoromethane.
Claim 5
Dependent Claim
40 words
A process for the perfluoroalkylation of carbonyl compounds, comprising the step of reacting a carbonyl-containing derivative with a perfluoroalkyl iodide, the perfluoroalkyl chain of which contains 2 to 12 carbon atoms, or a perfluoroalkyl bromide in the presence of zinc.
Claim 6
Dependent Claim
40 words
A process for the perfluoroalkylation of carbonyl compounds, comprising the step of reacting a carbonyl-containing derivative with a perfluoroalkyl iodide, the perfluoroalkyl chain of which contains 2 to 12 carbon atoms, or a perfluoroalkyl bromide in the presence of zinc.
Claim 7
Dependent Claim
17 words
The process of claim 4, wherein said reaction occurs in a polar aprotic solvent and/or a pyridine.
Claim 8
Dependent Claim
90 words
The process of claim 5, wherein the carbonyl-containing derivative corresponds to the formula (I): ##STR2## wherein R and R', which may be identical or different, are selected from the group consisting of hydrogen, straight-chain or branched alkyl or alkenyl groups containing 1 to 20 carbon atoms, and alicyclic or mono-, poly-, or heterocyclic aromatic groups, wherein said alicyclic and aromatic groups may be substituted by a radical selected from the group consisting of hydroxyl, halogen, alkyl, alkenyl, alkoxy, alkylthio, dialkylamino, nitrile, ester, amide, aryl, aryloxy, arylthio, fluoroalkyl, fluoroalkoxy and fluoroalkylthio.
Claim 9
Dependent Claim
31 words
The process of claim 6, wherein in the formula (I), R is selected from the group consisting of straight-chain or branched alkyl or alkenyl groups containing 1 to 12 carbon atoms.
Claim 10
Dependent Claim
90 words
The process of claim 1, wherein the carbonyl-containing derivative corresponds to the formula (I): ##STR3## wherein R and R', which may be identical or different, are selected from the group consisting of hydrogen, straight-chain or branched alkyl or alkenyl groups containing 1 to 20 carbon atoms, and alicyclic or mono-, poly-, or heterocyclic aromatic groups, wherein said alicyclic and aromatic groups may be substituted by a radical selected from the group consisting of hydroxyl, halogen, alkyl, alkenyl, alkoxy, alkylthio, dialkylamino, nitrile, ester, amide, aryl, aryloxy, arylthio, fluoroalkyl, fluoroalkoxy and fluoroalkylthio.
Claim 11
Dependent Claim
31 words
The process of claim 8, wherein in the formula (I), R is selected from the group consisting of straight-chain or branched alkyl or alkenyl groups containing 1 to 12 carbon atoms.
Claim 12
Dependent Claim
24 words
The process of claim 2, wherein the polar aprotic solvent is selected from the group consisting of dimethylformamide, dimethyl sulfoxide, dimethylacetamide, N-methylpyrrolidone and hexamethylphosphoramide.
Claim 13
Dependent Claim
24 words
The process of claim 10, wherein the polar aprotic solvent is dimethylformamide and wherein the reaction takes place in the presence of a pyridine.
Claim 14
Dependent Claim
19 words
The process of claim 11, wherein said pyridine is selected from the group consisting of pyridine and the alkylpyridines.
Claim 15
Dependent Claim
24 words
The process of claim 5, wherein the polar aprotic solvent is selected from the group consisting of dimethylformamide, dimethyl sulfoxide, dimethylacetamide, N-methylpyrrolidone and hexamethylphosphoramide.
Claim 16
Dependent Claim
25 words
The process of claim 13, wherein the polar aprotic solvent is dimethylformamide and wherein the reaction also takes place in the presence of a pyridine.
Claim 17
Dependent Claim
19 words
The process of claim 14, wherein said pyridine is selected from the group consisting of pyridine and the alkylpyridines.
Claim 18
Dependent Claim
23 words
The process of claim 1, wherein the molar ratio of zinc to the carbonyl-containing derivative is at least 0.9 but less than 2.1.
Claim 19
Dependent Claim
23 words
The process of claim 1, wherein the molar ratio of the perfluoroalkyl iodide or bromide to the carbonyl-containing derivative is at least 1.
Claim 20
Dependent Claim
23 words
The process of claim 4, wherein the molar ratio of zinc to the carbonyl-containing derivative is at least 0.9 but less than 2.1.
Claim 21
Dependent Claim
23 words
The process of claim 4, wherein the molar ratio of the perfluoroalkyl iodide or bromide to the carbonyl-containing derivative is at least 1.
Claim 22
Dependent Claim
10 words
The process of claim 4, wherein perfluoroalkyl bromide is bromotrifluoromethane.
References Cited (Backward Citations)
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