Patent US3689570A successfully refreshed from Google Patents.
US3689570A
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Monoalkylation of unsubstituted dihydric phenols with lower alkyl chlorides using alkali metal carbonates or bicarbonates as a condensing agent
Assignee: Individual
•
Filing: 1970-01-14
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Granted: 1972-09-05
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Expires: 1990-01-14
Abstract
Abstract Unsubstituted dihydric phenols are alkylated with lower alkyl chlorides having a comparatively low reactivity in the presence of alkali metal carbonates or bicarbonates as a condensing agent. The reaction proceeds at moderate temperatures, and gives high yields of the monoalkylated phenols, ranging up to 98 percent, with dialkylation suppressed to below 3 percent.
Inventors
- 👤 Peter S Gradeff
- 👤 Claude Bertrand
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 05:11
CPC Classifications
C; C07; C07C; C07C41/00; C07C41/01; C07C41/16
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
14 words
A process in accordance with claim 1 in which the dihydric phenol is catechol.
Claim 2
Dependent Claim
14 words
A process in accordance with claim 1 in which the dihydric phenol is resorcinol.
Claim 3
Dependent Claim
14 words
A process in accordance with claim 1 in which the dihydric phenol is hydroquinone.
Claim 4
Dependent Claim
38 words
A process in accordance with claim 1 in which the lower alkyl chloride is used in a large amount, well beyond the amount stoichometrically required for the monoalkylation, so that the alkyl chloride also serves as the solvent.
Claim 5
Dependent Claim
14 words
A process in accordance with claim 1 in which the reaction mixture is anhydrous.
Claim 6
Dependent Claim
38 words
A process in accordance with claim 1 in which the reaction mixture contains water in an amount within the range from about 0.5 mole per mole of the phenol up to 20 moles per mole of the phenol.
Claim 7
Dependent Claim
17 words
A process in accordance with claim 1 in which the alkyl chloride is methyl or ethyl chloride.
Claim 8
Dependent Claim
31 words
A process in accordance with claim 1 in which the reaction is carried out in the presence of an inert organIc solvent, in an amount to suppress dialkylation below 3 percent.
Claim 9
Dependent Claim
27 words
A process in accordance with claim 1 in which the proportions of the phenol and alkyl chloride are mole-to-mole and the carbonate is an alkali metal carbonate.
Claim 10
Dependent Claim
27 words
A process in accordance with claim 1 in which the proportions of the phenol and alkyl chloride are mole-to-mole and the carbonate is an alkali metal bicarbonate.
Claim 11
Dependent Claim
23 words
A process in accordance with claim 1, in which the alkali metal carbonate is sodium carbonate or bicarbonate, or potassium carbonate or bicarbonate.
References Cited (Backward Citations)
US2067960A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1975-09-05 | 1976-03-06 | 1976-09-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1979-09-05 | 1980-03-06 | 1980-09-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1983-09-05 | 1984-03-06 | 1984-09-05 | $7700.00 | Window Closed / Lapsed |