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US4400566A
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Reduction of organic halides
Assignee: Union Carbide Corp
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Filing: 1982-03-24
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Granted: 1983-08-23
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Expires: 2002-03-24
Abstract
Abstract Organic halides are reduced to a dechlorinated products with a catalyst mixture consisting essentially of a nickel compound, a triarylphosphine and a halide ion, in the presence of reducing means for maintaining nickel in the zero valent state.
Inventors
- 👤 Ismael Colon
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 04:52
CPC Classifications
A; A62; A62D; A62D3/00; A62D3/30; A62D3/37; C; C07; C07C; C07C1/00; C07C1/26; C07C255/00; C07C41/00; C07C41/01; C07C41/18; C07C41/24; A62D2101/00; A62D2101/20; A62D2101/22; C07C2531/00; C07C2531/16; C07C2531/24; C07C2531/26
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
99 words
Method of reducing organic halides free of nitro substituents which comprises contacting said organic halides in a solvent under an inert atmosphere with a catalytic amount of a catalytic mixture consisting essentially of: (1) a nickel compound containing no radicals in which N and O are bonded directly to each other; and (2) a triarylphosphine having 6 to about 24 carbons in each aryl moiety, in the presence of reducing means for maintaining nickel in the zero valence state, at a temperature of up about 250° C., wherein the ratio of triarylphosphine to nickel is at least about 0.1.
Claim 2
Dependent Claim
99 words
Method of reducing organic halides free of nitro substituents which comprises contacting said organic halides in a solvent under an inert atmosphere with a catalytic amount of a catalytic mixture consisting essentially of: (1) a nickel compound containing no radicals in which N and O are bonded directly to each other; and (2) a triarylphosphine having 6 to about 24 carbons in each aryl moiety, in the presence of reducing means for maintaining nickel in the zero valence state, at a temperature of up about 250° C., wherein the ratio of triarylphosphine to nickel is at least about 0.1.
Claim 3
Dependent Claim
19 words
Method claimed in claim 1 wherein the reducing means is a metal with a greater reduction potential than nickel.
Claim 4
Dependent Claim
10 words
Method claimed in claim 2 wherein the metal is aluminum.
Claim 5
Dependent Claim
10 words
Method claimed in claim 2 wherein the metal is calcium.
Claim 6
Dependent Claim
10 words
Method claimed in claim 2 wherein the metal is magnesium.
Claim 7
Dependent Claim
41 words
Method claimed in claim 2 wherein the metal is zinc, the catalyst contains a halide ion wherein the ratio of gram atoms of halide ion to nickel is at least about 0.1 and the solvent contains at least one protic solvent.
Claim 8
Dependent Claim
12 words
Method claimed in claim 1 wherein the nickel compound is nickel chloride.
Claim 9
Dependent Claim
11 words
Method claimed in claim 1 wherein the triarylphosphine is triphenyl phosphine.
Claim 10
Dependent Claim
12 words
Method claimed in claim 6 wherein the halide ion is an iodide.
Claim 11
Dependent Claim
12 words
Method claimed in claim 6 wherein the halide ion is bromide ion.
Claim 12
Dependent Claim
19 words
Method claimed in claim 6 wherein the solvent is a mixture of a protic solvent and an aprotic solvent.
Claim 13
Dependent Claim
11 words
Method claimed in claim 11 wherein the protic solvent is water.
Claim 14
Dependent Claim
11 words
Method claimed in claim 11 wherein the aprotic solvent is dimethylformamide.
Claim 15
Dependent Claim
19 words
Method claimed in claim 11 wherein the protic solvent is an aliphatic alcohol containing 1 to about 10 carbons.
Claim 16
Dependent Claim
11 words
Method claimed in claim 14 wherein the aliphatic alcohol is methanol.
Claim 17
Dependent Claim
13 words
Method claimed in claim 1 wherein the organic halide is an aryl halide.
Claim 18
Dependent Claim
13 words
Method claimed in claim 16 wherein the aryl halide is an aryl chloride.
Claim 19
Dependent Claim
13 words
Method claimed in claim 1 wherein the organic halide is an arylalkyl halide.
Claim 20
Dependent Claim
13 words
Method claimed in claim 1 wherein the organic halide is a cycloaliphatic halide.
Claim 21
Dependent Claim
13 words
Method claimed in claim 1 wherein the organic halide is a polychlorinated arene.
Claim 22
Dependent Claim
11 words
Method claimed in claim 20 wherein the polychlorinated arene is 1,2,4,-trichlorobenzene.
Claim 23
Dependent Claim
15 words
Method claimed in claim 20 wherein the polychlorinated arene is a mixture of chlorinated biphenyls.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-08-22 | 1987-02-21 | 1987-08-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-08-22 | 1991-02-21 | 1991-08-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-08-22 | 1995-02-21 | 1995-08-23 | $7700.00 | Window Closed / Lapsed |