HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone → 21-Desacetoxy-21-Chloro Anecortave
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 21-Chloro-17alpha-hydroxy-20-methoxypregna-4,9(11),20-trien-3-one | HCID 86738511 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 21-Desacetoxy-21-Chloro Anecortave | HCID 13037654 | — |
Reaction Steps
21-Chloro-17α-hydroxy-20-methoxypregna-4,9(11),20-trien-3-one (VII, Example 4, 1.0 g), THF (4 ml), acetone (4.9 ml), and methanol (1.4 ml) are mixed. Aqueous hydrochloric acid (6 N, 0.44 ml) is added and the resulting slurry heated at 40° for 1.5 hours. The mixture is cooled to 20°-25° and diluted with hexane (3 ml). The solids are isolated by filtration and washed with hexane/ethyl acetate (85/15, 13 ml) to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04342702 |
| Source dataset | uspto-grants-1982_08 |
| ORD ID | ord-846a8806a8f34412a7df715c710e35fc |
| Source note | uspto-grants-1982_08 |