HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68560345, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | 15alpha-Hydroxyandrost-4-ene-3,17-dione | HCID 11652383 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68560345 | HCID 68560345 | 88% |
Reaction Steps
According to this invention the 15α-hydroxy-androst-4-ene-3,17-dione of the formula (II) (Chem. Ind. 1956, 111) preferably is reacted with acetic anhydride in dry tetrahydrofuran in the presence of 4-dimethylaminopyridine below a temperature of 40° C., after the reaction has been completed the reaction mixture is added to water, when the precipitate is dense enough it is filtered, washed until it is free of mother liquor and dried. The 15α-acetoxyandrost-4-ene-3,7-dione of the formula (III) is obtained with 88% yield in a process which is easy to carry out and easy to scale up to any reasonable size. The compound obtained can be used in the next reaction step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08450476B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-6c185f86e6f340669fd349f8549b8641 |
| Source note | uspto-grants-2013_05 |