US3947519A
Expired / Lapsed
US
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Preparation of optically active allethrorone via allethronyl acid phthalate
Assignee: Sumitomo Chemical Co Ltd
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Filing: 1974-03-28
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Granted: 1976-03-30
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Expires: 1994-03-28
Abstract
Abstract The present invention relates to a process for preparing allethrolone which involves hydrolyzing 2-allyl-4-hydroxy-3-methyl-2-cyclopentenone acid phthalate represented by the formula ##SPC1## In water or an aqueous solvent with or without a base of less than a small excess of the equivalent.
Inventors
- 👤 Masanao Matsui
- 👤 Fukashi Horiuchi
- 👤 Hajime Hirai
- 👤 Nobushige Itaya
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 17:44
CPC Classifications
C; C07; C07C; C07C45/00
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
92 words
A method for preparing allethrolone, which comprises hydrolyzing 2-allyl-4-hydroxy-3-methyl-2-cyclopentenone acid phthalate represented by the formula ##SPC3## in water or an aqueous solvent consisting of water and a solvent selected from the group consisting of methanol, ethanol, glycerine, ethyleneglycol, diethyleneglycol, triethyleneglycol, acetate, tetrahydrofuran, dioxane, dimethylsulfoxide and dimethylformamide with or without a base of less than a small excess of the equivalent, said base being selected from the group consisting of alkali metal and alkali earth metal hydroxides, carbonates, bicarbonates, phosphates, cyanides, sulfides, borates, formates, acetates, propionates and benzoates, and amines and mixtures thereof.
Claim 2
Independent Claim
92 words
A method for preparing allethrolone, which comprises hydrolyzing 2-allyl-4-hydroxy-3-methyl-2-cyclopentenone acid phthalate represented by the formula ##SPC3## in water or an aqueous solvent consisting of water and a solvent selected from the group consisting of methanol, ethanol, glycerine, ethyleneglycol, diethyleneglycol, triethyleneglycol, acetate, tetrahydrofuran, dioxane, dimethylsulfoxide and dimethylformamide with or without a base of less than a small excess of the equivalent, said base being selected from the group consisting of alkali metal and alkali earth metal hydroxides, carbonates, bicarbonates, phosphates, cyanides, sulfides, borates, formates, acetates, propionates and benzoates, and amines and mixtures thereof.
Claim 3
Dependent Claim
17 words
A method according to claim 1, wherein the starting material is the optically active allethronyl acid phthalate.
Claim 4
Dependent Claim
31 words
A method according to claim 1, wherein the reaction is carried out in the presence of base and in the presence of a solvent at from room temperature to 250° C.
Claim 5
Dependent Claim
22 words
A method according to claim 3, wherein the molar ratio of the base to the allethronyl acid phthalate is 0 to 1.2.
Claim 6
Dependent Claim
16 words
A method according to claim 1, wherein the hydrolysis takes place in the presence of water.
Claim 7
Dependent Claim
19 words
A method according to claim 5, wherein the hydrolysis takes place in the presence of water and a base.
Claim 8
Dependent Claim
21 words
A method according to claim 1, wherein the hydrolysis takes place in the presence of an aqueous solvent and a base.
Claim 9
Dependent Claim
26 words
A method according to claim 1, wherein the hydrolysis takes place in the presence of water or an aqueous solvent without the presence of a base.
Claim 10
Dependent Claim
28 words
A method according to claim 1, wherein the hydrolysis is carried out at a temperature of from room temperature to 250° C for several minutes to 100 hours.
References Cited (Backward Citations)
US3484489A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-03-30 | 1979-09-29 | 1980-03-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-03-30 | 1983-09-29 | 1984-03-30 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-03-30 | 1987-09-29 | 1988-03-30 | $7700.00 | Window Closed / Lapsed |