Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 68949346 | HCID 68949346 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 69916328 | HCID 69916328 | 85.4% |
Reaction Steps
5.0 g of 7α-(5-chloropentyl)-11β-fluoro-3-hydroxy-estra-1,3,5(10)-trien-17-one is dissolved in 100 ml of methanol and mixed in portions at 0° C. with 0.96 g of sodium borohydride. After 30 minutes of stirring at 0° C., the reaction mixture is added to semi-saturated sodium chloride solution, extracted 3 times with ethyl acetate and washed once with saturated common salt solution. After drying on magnesium sulfate, it is concentrated by evaporation in a vacuum. Preparative column chromatography on silica gel with a hexane-ethyl acetate gradient yields 4.29 g of 7α-(5-chloropentyl)-11β-fluor-estra-1,3,5(10)-triene-3,17β-diol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06780855B2 |
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| Source dataset | uspto-grants-2004_08 |
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| ORD ID | ord-9cf96fb16ddc4696ab2ac9f322d413d2 |
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| Source note | uspto-grants-2004_08 |
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