HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 11beta-[4-[2-[2-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]ethoxy]ethoxy]phenyl]estra-4,9-diene-3,17-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 11beta-(4-Hydroxyphenyl)4,9-estra-diene-3,17-dione | HCID 15351932 | — |
| Reactant | (2-(2-Bromoethoxy)ethoxy)(tert-butyl)dimethylsilane | HCID 18185637 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 11beta-[4-[2-[2-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]ethoxy]ethoxy]phenyl]estra-4,9-diene-3,17-dione | HCID 70017866 | 70.9% |
Reaction Steps
412 mg of the product obtained in Stage B in solution in 2 cm3 of dimethylformamide is added to 362 mg of a mixture containing 362 mg of 11beta-(4-hydroxyphenyl)4,9-estra-diene-3,17-dione, 4 cm3 of dimethylformamide and 55 mg of sodium hydride. Agitation is carried out for 3 hours at ambient temperature, an aqueous solution of ammonium chloride is added, followed by extraction with ethyl acetate, washing with salt water, drying and evaporating the solvent. After chromatography on silica (eluant: ethyl acetate-essence G 6-4), 400 mg of expected product is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06281204B1 |
| Source dataset | uspto-grants-2001_08 |
| ORD ID | ord-99d74e21d56643bf86d95479ab9e85b0 |
| Source note | uspto-grants-2001_08 |