US4094913A
Expired / Lapsed
US
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Process for the preparation of 2,5-dichlorophenol
Assignee: Velsicol Chemical LLC
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Filing: 1977-01-07
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Granted: 1978-06-13
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Expires: 1997-01-07
Abstract
Abstract This invention discloses a process for preparing 2,5-dichlorophenol which comprises reacting 1-bromo-2,5-dichlorobenzene with sodium hydroxide in a reaction medium of methanol and in the presence of copper catalyst at elevated temperatures.
Inventors
- 👤 Arthur W. Carlson
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 19:25
CPC Classifications
C; C07; C07C; C07C37/00; C07C37/01; C07C37/02
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
114 words
A process for preparing 2,5-dichlorophenol which comprises reacting 100 parts by weight 1-bromo-2,5-dichlorobenzene with 40 to 150 parts by weight of an alkali metal hydroxide and at least 120 parts by weight methanol in the presence of from about 0.1 percent to about 5.0 percent by weight based on the starting 1-bromo-2,5-dichlorobenzene of copper catalyst selected from the group consisting of cupric acetate, cupric ammonium chloride, cupric bromate, cupric bromide, cupric chlorate, cupric chloride, cupric formate, cupric lactate, cupric nitrate, cupric potassium chloride, cupric salicylate, cupric sulfate, cuprous bromide, cuprous chloride and cuprous sulfite at a temperature of from about 150° to about 210° C, acidifying the products, and thereafter recovering the desired product.
Claim 2
Dependent Claim
114 words
A process for preparing 2,5-dichlorophenol which comprises reacting 100 parts by weight 1-bromo-2,5-dichlorobenzene with 40 to 150 parts by weight of an alkali metal hydroxide and at least 120 parts by weight methanol in the presence of from about 0.1 percent to about 5.0 percent by weight based on the starting 1-bromo-2,5-dichlorobenzene of copper catalyst selected from the group consisting of cupric acetate, cupric ammonium chloride, cupric bromate, cupric bromide, cupric chlorate, cupric chloride, cupric formate, cupric lactate, cupric nitrate, cupric potassium chloride, cupric salicylate, cupric sulfate, cuprous bromide, cuprous chloride and cuprous sulfite at a temperature of from about 150° to about 210° C, acidifying the products, and thereafter recovering the desired product.
Claim 3
Dependent Claim
12 words
The process of claim 1 wherein the alkali metal is sodium hydroxide.
Claim 4
Dependent Claim
15 words
The process of claim 1 wherein the copper catalyst is a water-soluble salt of copper.
Claim 5
Dependent Claim
23 words
The process of claim 3 wherein the water-soluble salt of copper is selected from the group consisting of cupric sulfate and cupric nitrate.
Claim 6
Dependent Claim
23 words
The process of claim 1 wherein the reaction is carried out with from about 40 parts to about 300 parts by weight methanol.
Claim 7
Dependent Claim
22 words
The process of claim 1 wherein the reaction is carried out at a temperature of from about 165° to about 200° C.
Claim 8
Dependent Claim
64 words
The process of claim 1 which comprises reacting 100 parts by weight of 1-bromo-2,5-dichlorobenzene with 40 to 150 parts by weight sodium hydroxide and about 140 parts to about 300 parts by weight methanol in the presence of from about 0.1 part to about 5.0 parts by weight of a water-soluble salt of copper at a temperature of about 165° to about 200° C.
Claim 9
Dependent Claim
23 words
The process of claim 7 wherein the copper salt is selected from the group consisting of cupric chloride, cupric sulfate and cupric nitrate.
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) | 1981-06-12 | 1981-12-12 | 1982-06-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-06-12 | 1985-12-12 | 1986-06-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-06-12 | 1989-12-12 | 1990-06-13 | $7700.00 | Window Closed / Lapsed |