US4174460A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for the hydroxylation of phenols and phenol ethers in the nucleus
Assignee: Bayer AG
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Filing: 1977-03-31
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Granted: 1979-11-13
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Expires: 1997-03-31
Abstract
Abstract A process for the hydroxylation of phenols and phenol ethers in the nucleus with hydrogen peroxide wherein a phenol or a phenol ether is reacted at the start of the reaction with substantially anhydrous hydrogen peroxide and wherein the reaction is carried out in the presence of a strong acid.
Inventors
- 👤 Hermann Seifert
- 👤 Helmut Waldman
- 👤 Wulf Schwerdtel
- 👤 Wolfgang Swodenk
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 04:15
CPC Classifications
C; C07; C07C; C07C37/00; C07C37/60; C07C41/00; C07C41/01; C07C41/18; C07C41/26; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/582
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
122 words
A process for the hydroxylation in the nucleus of a phenol or a phenol ether which comprises contacting a phenol or a phenol ether at the start of the reaction with substantially anhydrous hydrogen peroxide dissolved in a non-aqueous solvent which is an ester or an N-alkyl amide of phosphoric acid, phosphonic acid or phosphinic acid, employing 3 to 20 mols of phenol or phenol ether per mol of hydrogen peroxide, the reaction being carried out in the presence of a strong acid which is inert under the reaction conditions at a temperature of 20°-150° C., the acid being present in an amount of 0.01 to 2 mols per mol of hydrogen peroxide, and recovering the resulting hydroxylated phenol or phenol ether.
Claim 2
Dependent Claim
122 words
A process for the hydroxylation in the nucleus of a phenol or a phenol ether which comprises contacting a phenol or a phenol ether at the start of the reaction with substantially anhydrous hydrogen peroxide dissolved in a non-aqueous solvent which is an ester or an N-alkyl amide of phosphoric acid, phosphonic acid or phosphinic acid, employing 3 to 20 mols of phenol or phenol ether per mol of hydrogen peroxide, the reaction being carried out in the presence of a strong acid which is inert under the reaction conditions at a temperature of 20°-150° C., the acid being present in an amount of 0.01 to 2 mols per mol of hydrogen peroxide, and recovering the resulting hydroxylated phenol or phenol ether.
Claim 3
Dependent Claim
26 words
A process as claimed in claim 1, wherein the substantially anhydrous hydrogen peroxide is reacted in solution in the phenol or phenol ether to be hydroxylated.
Claim 4
Dependent Claim
48 words
A process as claimed in claim 1, wherein the phenol or the phenol ether intended for hydroxylation is introduced in vapor form into said substantially anhydrous hydrogen peroxide dissolved in said non-aqueous solvent which has a higher boiling point than the phenol or phenol ether intended for hydroxylation.
Claim 5
Dependent Claim
26 words
A process as claimed in claim 1, wherein from 10 to 15 mols of the phenol or phenol ether are used per mol of hydrogen peroxide.
Claim 6
Dependent Claim
41 words
A process as claimed in claim 1, wherein the strong acid is sulphuric acid, sulphuric acid in admixture with phosphoric acid, a fluorine-substituted polymeric sulphonic acid, fluorosulphonic acid, a perfluorinated alkyl sulphonic acid or fluorosulphonic acid in admixture with antimony pentafluoride.
Claim 7
Dependent Claim
27 words
A process as claimed in claim 1, wherein from 0.1 to 1.5 mols of the strong acid is present in reaction mixture per mol of hydrogen peroxide.
Claim 8
Dependent Claim
27 words
A process as claimed in claim 1, wherein the non-aqueous solvent is used in a quantity of from 0.1 to 0.5 mol per mol of hydrogen peroxide.
Claim 9
Dependent Claim
26 words
A process as claimed in claim 1, wherein the reaction is carried out at a temperature in the range of from 30° C. to 100° C.
Claim 10
Dependent Claim
20 words
A process as claimed in claim 1, wherein the reaction is carried out continuously with recycling of the unreacted reactants.
Claim 11
Dependent Claim
17 words
A process according to claim 1 wherein the phenol or phenol ether to be hydroxylated is p-cresol.
Claim 12
Dependent Claim
17 words
A process according to claim 1 wherein the phenol or phenol ether to be hydroxylated is p-tert.-butyl-phenol.
Claim 13
Dependent Claim
17 words
A process according to claim 1 wherein the phenol or phenol ether to be hydroxylated is p-chlorophenol.
Claim 14
Dependent Claim
17 words
A process according to claim 1 wherein the phenol or phenol ether to be hydroxylated is 4-hydroxybiphenyl.
Claim 15
Dependent Claim
17 words
A process according to claim 1 wherein the phenol or phenol ether to be hydroxylated is anisole.
Claim 16
Dependent Claim
13 words
A process according to claim 10 wherein the strong acid is sulfuric acid.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-11-12 | 1983-05-14 | 1983-11-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-11-12 | 1987-05-14 | 1987-11-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-11-12 | 1991-05-14 | 1991-11-13 | $7700.00 | Window Closed / Lapsed |