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US3975447A
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Preparation of aromatic phosphine oxides by reaction of diarylhalophosphine and benzylic halide
Assignee: EIDP Inc
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Filing: 1974-10-03
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Granted: 1976-08-17
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Expires: 1994-10-03
Abstract
Abstract Phosphine oxides of the formula ##SPC1## Wherein Ar is a mono- or di-carbocyclic aromatic radical which may be substituted by up to 5 substituents selected from the group consisting of halogen and alkyl of 1 to 3 carbon atoms, Z is halogen or alkyl of 1 to 3 carbon atoms, n is a whole number from 1 to 3, m is a whole number from 0 to 5, and n + m is a whole number from 1 to 6, are prepared by reacting 1. a benzylic halide of the formula ##SPC2## Wherein X is chlorine, bromine or iodine; and Z, n and m are as specified above, 2. a diarylhalophosphine of the formula Ar.sub.2 PX' wherein Ar is as specified above, and X' is chlorine, bromine or iodine, and 3. an alkali metal hydroxide or an alkaline earth metal hydroxide.
Inventors
- 👤 Walter Henry Knoth, Jr.
- 👤 Joseph John Mrowca
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 15:22
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/50; C07F9/53; C07F9/5333; C07F9/5329
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
87 words
Method of preparing a phosphine oxide of the formula ##SPC8## wherein Ar is a mono- or di-carbocyclic aromatic radical which may be substituted by up to 5 substituents selected from the group consisting of halogen and alkyls of 1 to 3 carbon atoms, Z is halogen or alkyl of 1 to 3 carbon atoms, n is a whole number from 1 to 3, m is a whole number from 0 to 5, and n + m is a whole number from 1 to 6, which comprises reacting
Claim 2
Dependent Claim
87 words
Method of preparing a phosphine oxide of the formula ##SPC8## wherein Ar is a mono- or di-carbocyclic aromatic radical which may be substituted by up to 5 substituents selected from the group consisting of halogen and alkyls of 1 to 3 carbon atoms, Z is halogen or alkyl of 1 to 3 carbon atoms, n is a whole number from 1 to 3, m is a whole number from 0 to 5, and n + m is a whole number from 1 to 6, which comprises reacting
Claim 3
Dependent Claim
87 words
a benzylic halide of the formula ##SPC9## wherein X is chlorine, bromine or iodine; and Z, n and m are as specified above, 2. a diarylhalophosphine of the formula Ar.sub.2 PX' wherein Ar is as specified above, and X' is chlorine, bromine or iodine, and 3. a hydroxide selected from the group consisting of alkali metal hydroxides and alkaline earth metal hydroxides in the presence of a member selected from the group consisting of water, organic solvents, and mixtures thereof at a temperature of -50° to 250°C.
Claim 4
Dependent Claim
87 words
a benzylic halide of the formula ##SPC9## wherein X is chlorine, bromine or iodine; and Z, n and m are as specified above, 2. a diarylhalophosphine of the formula Ar.sub.2 PX' wherein Ar is as specified above, and X' is chlorine, bromine or iodine, and 3. a hydroxide selected from the group consisting of alkali metal hydroxides and alkaline earth metal hydroxides in the presence of a member selected from the group consisting of water, organic solvents, and mixtures thereof at a temperature of -50° to 250°C.
Claim 5
Dependent Claim
13 words
The method of claim 1 in which the benzylic halide is p-xylylene dichloride.
Claim 6
Dependent Claim
11 words
The method of claim 2 in which the diarylhalophosphine is chlorodiphenylphosphine.
Claim 7
Dependent Claim
12 words
The method of claim 3 in which the hydroxide is sodium hydroxide.
Claim 8
Dependent Claim
31 words
The method of claim 4 in which the reaction is carried out in the presence of an organic solvent which is capable of dissolving at least 1% by weight of water.
Claim 9
Dependent Claim
11 words
The method of claim 5 in which the solvent is 1,2-dimethoxyethane.
Claim 10
Dependent Claim
11 words
The method of claim 5 in which the solvent is tetrahydrofuran.
References Cited (Backward Citations)
US3325546A
Cited
US3746758A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-08-17 | 1980-02-16 | 1980-08-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-08-17 | 1984-02-16 | 1984-08-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-08-17 | 1988-02-16 | 1988-08-17 | $7700.00 | Window Closed / Lapsed |