Patent US2587457A successfully refreshed from Google Patents.
US2587457A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Production of vitamin a and related compounds
Assignee: DAWE S PRODUCTS Co
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Filing: 1950-08-09
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Granted: 1952-02-26
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Expires: 1970-08-09
Abstract
No abstract record available.
Inventors
- 👤 Freed Myer
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 15:44
CPC Classifications
C; C07; C07C; C07C403/00; C07C403/06; C07C403/08; C07C403/10; C07C403/12; C07C2601/00; C07C2601/12; C07C2601/16
Claims Analysis
Total Claims: 4
Claim 1
Independent Claim
44 words
THE PROCESS WHICH COMPRISES REACTING AN ISOPRENE DERIVATIVE OF THE GROUP CONSISTING OF 1 - BROMO - 2-METHYL-BUTADIENE AND 1-CHLORO-2METHYL-BUTADIENE WITH ACETYLENE IN THE PRESENCE OF AN ALKALI CATALYST IN A RELATIVELY INERT SOLVENT AND AT A TEMPERATURE BELOW -10* C. TO FORM 4METHYL-HEXA-3,5-DIENE-1-YNE.
Claim 2
Dependent Claim
44 words
THE PROCESS WHICH COMPRISES REACTING AN ISOPRENE DERIVATIVE OF THE GROUP CONSISTING OF 1 - BROMO - 2-METHYL-BUTADIENE AND 1-CHLORO-2METHYL-BUTADIENE WITH ACETYLENE IN THE PRESENCE OF AN ALKALI CATALYST IN A RELATIVELY INERT SOLVENT AND AT A TEMPERATURE BELOW -10* C. TO FORM 4METHYL-HEXA-3,5-DIENE-1-YNE.
Claim 3
Independent Claim
132 words
THE METHOD OF PRODUCING VITAMIN A ALCOHOL WHICH COMPRISES REACTING 1-BROMO-2-METHYLBUTADIENE WITH ACETYLENE IN THE PRESENCE OF POTASSIUM HYDROXIDE AT A TEMPERATURE BELOW -10* C. IN A RELATIVELY INERT SOLVENT AND RECOVERING 4METHYL-HEXA-3,5-DIENE-1-YNE AS A REACTION PRODUCT, REACTING THE LATTER WITH ETHYL MAGNESIUM BROMIDE TO FORM ITS CORRESPONDING ACETYLENE GRIGNARD, CONDENSING THE LATTER WITH BETA IONONE TO FORM A COMPOSITION HAVING THE CARBON SKELETON OF VITAMIN A, HYDROLYZING SAID CONDENSATION PRODUCT TO DECOMPOSE IT TO 3-HYDROXY-3,7-DIMETHYL-1-(2''6''6'' TRIMETHYL CYCLOHEXENE(1'')-YL)NONA-1,6,8-TRIENE-4-YNE, PARTIALLY HYDROGENATING SAID DECOMPOSITION PRODUCT IN THE PRESENCE OF A SUPPORTED PALLADIUM CATALYST TO ADD TWO ATOMS OF HYDROGEN TO THE TRIPLE BOND THEREOF TO CONVERT IT TO 3-HYDROXY-3,7-DIMETHYL-1-(2''6''6'' TRIMETHYL CYCLOHEXENE(1'') - YL) -NONA-1,4,6,8-TETRAENE, AND SUBJECTING THE LATTER TO ISOMERIZATION IN THE PRESENCE OF AN ISOMERIZING CATALYST TO CONVERT IT TO VITAMIN A ALCOHOL.
Claim 4
Independent Claim
132 words
THE METHOD OF PRODUCING VITAMIN A ALCOHOL WHICH COMPRISES REACTING 1-BROMO-2-METHYLBUTADIENE WITH ACETYLENE IN THE PRESENCE OF POTASSIUM HYDROXIDE AT A TEMPERATURE BELOW -10* C. IN A RELATIVELY INERT SOLVENT AND RECOVERING 4METHYL-HEXA-3,5-DIENE-1-YNE AS A REACTION PRODUCT, REACTING THE LATTER WITH ETHYL MAGNESIUM BROMIDE TO FORM ITS CORRESPONDING ACETYLENE GRIGNARD, CONDENSING THE LATTER WITH BETA IONONE TO FORM A COMPOSITION HAVING THE CARBON SKELETON OF VITAMIN A, HYDROLYZING SAID CONDENSATION PRODUCT TO DECOMPOSE IT TO 3-HYDROXY-3,7-DIMETHYL-1-(2''6''6'' TRIMETHYL CYCLOHEXENE(1'')-YL)NONA-1,6,8-TRIENE-4-YNE, PARTIALLY HYDROGENATING SAID DECOMPOSITION PRODUCT IN THE PRESENCE OF A SUPPORTED PALLADIUM CATALYST TO ADD TWO ATOMS OF HYDROGEN TO THE TRIPLE BOND THEREOF TO CONVERT IT TO 3-HYDROXY-3,7-DIMETHYL-1-(2''6''6'' TRIMETHYL CYCLOHEXENE(1'') - YL) -NONA-1,4,6,8-TETRAENE, AND SUBJECTING THE LATTER TO ISOMERIZATION IN THE PRESENCE OF AN ISOMERIZING CATALYST TO CONVERT IT TO VITAMIN A ALCOHOL.
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) | 1955-02-25 | 1955-08-27 | 1956-02-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1959-02-25 | 1959-08-27 | 1960-02-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1963-02-25 | 1963-08-27 | 1964-02-26 | $7700.00 | Window Closed / Lapsed |