Patent US4145552A successfully refreshed from Google Patents.
US4145552A
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Preparation of vincamine and related alkaloids
Assignee: Parcor SARL
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Filing: 1977-07-05
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Granted: 1979-03-20
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Expires: 1997-07-05
Abstract
Abstract A process for preparing vincamine and related alkaloids, comprising reacting a compound of formula: ##STR1## (wherein R is H or methoxy and X and Y are hydrogen or together represent a double bond between the carbon atoms to which they are bonded) with a carbanion-forming agent in a reaction medium; then introducing oxygen into the reaction medium until saturation point, a reducing agent compatible with oxygen being added to the reaction medium before the medium ceases absorbing oxygen; acidifying the mixture and extracting therefrom a mixture of compounds ##STR2##
Inventors
- 👤 Alain Heymes
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 13:32
CPC Classifications
C; C07; C07D; C07D461/00
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
130 words
A process for preparing compounds of the formula: ##STR6## wherein R is hydrogen or methoxy and X and Y are hydrogen or together represent a supplementary valence bond between the carbon atoms to which they are bonded, comprising reacting a compound of formula: ##STR7## with a carbanion-forming agent in a reaction medium; then introducing oxygen into the reaction medium until the medium ceases absorbing oxygen, a reducing agent compatible with oxygen being added to the reaction medium before the medium ceases absorbing oxygen; then acidifying the mixture and extracting therefrom a mixture of compounds of formula: ##STR8## and separating these two compounds from each other; compounds wherein X and Y represent a supplementary bond being optionally reduced at any desired stage after the point when the absorption of oxygen ceases.
Claim 2
Dependent Claim
130 words
A process for preparing compounds of the formula: ##STR6## wherein R is hydrogen or methoxy and X and Y are hydrogen or together represent a supplementary valence bond between the carbon atoms to which they are bonded, comprising reacting a compound of formula: ##STR7## with a carbanion-forming agent in a reaction medium; then introducing oxygen into the reaction medium until the medium ceases absorbing oxygen, a reducing agent compatible with oxygen being added to the reaction medium before the medium ceases absorbing oxygen; then acidifying the mixture and extracting therefrom a mixture of compounds of formula: ##STR8## and separating these two compounds from each other; compounds wherein X and Y represent a supplementary bond being optionally reduced at any desired stage after the point when the absorption of oxygen ceases.
Claim 3
Dependent Claim
52 words
A process as claimed in claim 1 wherein the carbanion is formed by treatment with an alkali metal hydride, an alkali metal amide, an alkali metal alkylamide, an alkali metal alkylsilylamide, an alkali metal alcoholate or an alkaline earth metal alcoholate at -80° to +50° C. for 5 minutes to 12 hours.
Claim 4
Dependent Claim
37 words
A process as claimed in claim 1 wherein the oxidation is effected using oxygen under a pressure of from 1 to 10 kg/cm 2 at between -30° C. and +50° C. for 5 minutes to 12 hours.
Claim 5
Dependent Claim
42 words
A process as claimed in claim 1 wherein the reduction is carried out using a reducing agent of the alkylphosphite or borohydride type or a salt where the metal is in a lower state of oxidation at between -30° and +50° C.
Claim 6
Dependent Claim
18 words
A process as claimed in claim 1 wherein the reducing agent is added before the oxygen is introduced.
Claim 7
Dependent Claim
40 words
A process as claimed in claim 1 wherein the reaction medium contains as solvent an amide, a sulphoxyde, a heterocyclic compound with 4 to 8 carbon atoms interrupted by an oxygen atom, an alkane, an alkanol or an aromatic hydrocarbon.
Claim 8
Dependent Claim
22 words
A process as claimed in claim 1, wherein the medium is acidified by adding a dilute inorganic acid or an organic acid.
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) | 1982-03-19 | 1982-09-18 | 1983-03-20 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-03-19 | 1986-09-18 | 1987-03-20 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-03-19 | 1990-09-18 | 1991-03-20 | $7700.00 | Window Closed / Lapsed |