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Preparation of hydroxyaromatic ethers

Assignee: Dow Chemical Co
•
Filing: 1983-08-03
•
Granted: 1985-07-09
•
Expires: 2003-08-03
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Abstract

Abstract Prepare hydroxyaromatic ethers by contacting an oxidizing agent with an acylaromatic ether in the presence of an acid catalyst.

Inventors

  • 👤 Eric W. Otterbacher

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 04:03
CPC Classifications
C; C07; C07C; C07C41/00; C07C41/01; C07C41/18; C07C41/26; C07C67/00; C07C67/30; C07C67/31

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 33 words
A process comprising contacting an acylaromatic ether with an oxidizing agent in the presence of a catalytic amount of an acid catalyst under reaction conditions such that the corresponding hydroxyaromatic ether is produced.
Claim 2
Dependent Claim 33 words
A process comprising contacting an acylaromatic ether with an oxidizing agent in the presence of a catalytic amount of an acid catalyst under reaction conditions such that the corresponding hydroxyaromatic ether is produced.
Claim 3
Dependent Claim 72 words
The process of claim 1 wherein the acylaromatic ether is represented generally by the formula: ##STR5## wherein each R is independently H, halo, nitro, alkoxy, --CN, or lower alkyl; R' is H, lower alkyl, alkoxy or --CN; R'" is H or lower alkyl; and R" is H, lower alkyl, --CN or carboxyl, the carboxyl moiety being represented generally by the formula: ##STR6## wherein R'''' is H, lower alkyl or a glycol ether.
Claim 4
Dependent Claim 12 words
The process of claim 2 wherein the oxidizing agent is hydrogen peroxide.
Claim 5
Dependent Claim 19 words
The process of claim 2 wherein R" is carboxyl, R' is lower alkyl, and R and R'" are H.
Claim 6
Dependent Claim 11 words
The process of claim 4 wherein R' and R'''' are methyl.
Claim 7
Dependent Claim 9 words
The process of claim 2 further comprising a solvent.
Claim 8
Dependent Claim 27 words
The process of claim 2 wherein the temperature is in the range of from about the freezing point to about the boiling point of the reaction mixture.
Claim 9
Dependent Claim 23 words
The process of claim 2 wherein from about 0.5 to about 5 equivalents of oxidizing agent are employed per mole of acylaromatic ether.
Claim 10
Dependent Claim 17 words
The process of claim 2 wherein the H 2 O 2 is employed as an aqueous solution.
Claim 11
Dependent Claim 22 words
The process of claim 2 wherein from about 0.001 to about 1 equivalent of acid is employed per mole of acylaromatic ether.
Claim 12
Dependent Claim 13 words
The process of claim 2 wherein R, R', R" and R'" are H.
Claim 13
Dependent Claim 28 words
A process comprising contacting methyl 2-(4-formylphenoxy)propanoate with aqueous H 2 O 2 in the presence of an acid catalyst under reaction conditions such that methyl 2-(4-hydroxyphenoxy)propanoate is formed.
Claim 14
Dependent Claim 28 words
A process comprising contacting methyl 2-(4-formylphenoxy)propanoate with aqueous H 2 O 2 in the presence of an acid catalyst under reaction conditions such that methyl 2-(4-hydroxyphenoxy)propanoate is formed.
Claim 15
Dependent Claim 13 words
The process of claim 12 wherein the process is conducted in a solvent.
Claim 16
Dependent Claim 15 words
The process of claim 13 wherein the acid catalyst is H 2 SO 4 .
Claim 17
Dependent Claim 18 words
The process of claim 13 wherein the solvent is a compound which contains at least one oxygen atom.
Claim 18
Dependent Claim 25 words
A process comprising contacting 4-methoxybenzaldehyde with H 2 O 2 in the presence of an acid catalyst under reaction conditions such that 4-methoxyphenol is formed.
Claim 19
Dependent Claim 25 words
A process comprising contacting 4-methoxybenzaldehyde with H 2 O 2 in the presence of an acid catalyst under reaction conditions such that 4-methoxyphenol is formed.
Claim 20
Dependent Claim 18 words
The process of claim 16 wherein the H 2 O 2 is aqueous H 2 O 2 .
Claim 21
Dependent Claim 13 words
The process of claim 17 wherein the process is conducted in a solvent.
Claim 22
Dependent Claim 15 words
The process of claim 18 wherein the acid catalyst is H 2 SO 4 .
Claim 23
Dependent Claim 18 words
The process of claim 18 wherein the solvent is a compound which contains at least one oxygen atom.

References Cited (Backward Citations)

US3976702A Cited
US4174460A Cited
US4051318A Cited
US4169720A Cited
GB1599121A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-07-08 1989-01-07 1989-07-09 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-07-08 1993-01-07 1993-07-09 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-07-08 1997-01-07 1997-07-09 $7700.00 Window Closed / Lapsed

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