US3720694A
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Partial electrochemical reduction of 19-nor-delta 1,3,5(10)-steroids
Assignee: Bayer Pharma AG
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Filing: 1971-06-11
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Granted: 1973-03-13
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Expires: 1991-06-11
Abstract
Abstract A-ring aromatic steroids containing an electrolytically reducible group are selectively reduced with the aromatic A-ring intact employing ammonia or an amine as the reaction solvent.
Inventors
- 👤 K Junghans
- 👤 H Ropke
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 11:06
CPC Classifications
C; C25; C25B; C25B3/00; C25B3/20; C25B3/25; C25B3/01; C25B3/07
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
67 words
A process for the preparation of 19-nor- Delta 1,3,5(10)-steroids by selective electrochemical reduction of a 19-nor-Delta 1,3,5(10)-steroid containing at least one electrolytically reducible functional group having an isolated double or triple bond or containing at least one conjugated carbon-to-carbon double bond in the molecule, which comprises conducting the reduction at a constant current in ammonia or an amine solvent and in the presence of an electrolytic salt.
Claim 2
Dependent Claim
67 words
A process for the preparation of 19-nor- Delta 1,3,5(10)-steroids by selective electrochemical reduction of a 19-nor-Delta 1,3,5(10)-steroid containing at least one electrolytically reducible functional group having an isolated double or triple bond or containing at least one conjugated carbon-to-carbon double bond in the molecule, which comprises conducting the reduction at a constant current in ammonia or an amine solvent and in the presence of an electrolytic salt.
Claim 3
Dependent Claim
32 words
A process according to claim 1 wherein the electrolytic salt is an onium complex salt having as a central atom an element of Main Group V or VI of the periodic system.
Claim 4
Dependent Claim
28 words
A process according to claim 2 wherein the reaction solvent is a compound of the formula NR1R2R3 wherein R1, R2 and R3 each are hydrogen, alkyl or aryl.
Claim 5
Dependent Claim
13 words
A process according to claim 3 wherein the reaction solvent is liquid ammonia.
Claim 6
Dependent Claim
17 words
A process according to claim 1 wherein the electrolytic salt is an alkali-metal or alkaline earth salt.
Claim 7
Dependent Claim
13 words
A process according to claim 5 wherein the reaction solvent is liquid ammonia.
Claim 8
Dependent Claim
27 words
A process according to claim 2 wherein the reaction solvent comprises as a solubilizer an ether, a chlorinated hydrocarbon, a ketone, an acid functional derivative or water.
Claim 9
Dependent Claim
21 words
A process according to claim 2 wherein the electrolysis is conducted at a current density of 10 3 to 5 A/cm2.
Claim 10
Dependent Claim
24 words
A process according to claim 2 wherein the electrolysis is conducted at a temperature between -50* C. and the boiling temperature of the solvent.
Claim 11
Dependent Claim
33 words
A process according to claim 9 wherein the electrolysis is conducted at a temperature between -50* C. and the boiling temperature of the solvent and the reaction solvent is ammonia, methylamine or ethylamine.
Claim 12
Dependent Claim
33 words
A process according to claim 2 wherein the electrolytically reducible functional group is a C C double bond or a -NO2 or group wherein R is hydrogen, hydroxy, an alkyl or aryl group.
Claim 13
Dependent Claim
32 words
A process according to claim 11 wherein the electrolytic salt is an onium complex salt having as a central atom an element of main Group V or VI of the periodic system.
Claim 14
Dependent Claim
17 words
A process according to claim 11 wherein the electrolytic salt is an alkali-metal or alkaline earth salt.
Claim 15
Dependent Claim
27 words
A process according to claim 11 wherein the electrolytically reducible functional group is a Delta 6, Delta 8, Delta 9(11), Delta 14 or Delta 15 double bond.
Claim 16
Dependent Claim
26 words
A process according to claim 14 wherein the starting steroid is a 19-nor- Delta 1,3,5(10) estratriene having an additional double bond in the C8- or C9(11)-position.
Claim 17
Dependent Claim
32 words
A process according to claim 15 wherein the electrolytic salt is an onium complex salt having as a central atom an element of Main Group V or VI of the periodic system.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1976-03-12 | 1976-09-11 | 1977-03-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1980-03-12 | 1980-09-11 | 1981-03-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1984-03-12 | 1984-09-11 | 1985-03-13 | $7700.00 | Window Closed / Lapsed |