Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Hydrazine, dihydrochloride | HCID 17548 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | HCID 86734261 | HCID 86734261 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Triethylene Glycol | HCID 8172 | — |
| Product | HCID 86734262 | HCID 86734262 | — |
Reaction Steps
A mixture of 534 mg of 17-ethylenedioxy-3-methoxy-9α-methylestra-1,3,5-(10)-trien-11-one, 1 g of hydrazine dihydrochloride and 5 g of hydrazine hydrate in 35 g of triethyleneglycol is heated to a temperature of 130° and maintained there for 21/2 hours. After this time, 1.8 g of potassium hydroxide pellets is added and the temperature raised to 210°. This temperature is also maintained for 21/2 hours whilst a mixture of hydrazine and water is slowly allowed to distill out. The reaction mixture is cooled and diluted with water affording a precipitate which is collected by filtration. The solid is dissolved in methylene chloride and the organic solution is dried over sodium sulfate. Removal of the solvent leaves a residue which is crystallized from hexane-ether to yield 17-ethylenedioxy-3-methoxy-9α-methylestra-1,3,5(10)-triene, m.p. 115° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US03997574 |
|---|
| Source dataset | uspto-grants-1976_12 |
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| ORD ID | ord-159ca4f7aa104b4b9d036d7985a10145 |
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| Source note | uspto-grants-1976_12 |
|---|
