Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 10122718 | HCID 10122718 | — |
| Reactant | HCID 178418573 | HCID 178418573 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ammonium Chloride | HCID 25517 | — |
| Product | HCID 10233537 | HCID 10233537 | — |
Reaction Steps
A solution of Example 40 (280 mg, 0.4 mmol) and anhydrous CeCl3 (150 mg, 0,5 mmol) in THF (5 mL) was stirred at 21° C. for 1 h, then cooled at −78° C. Methylmagnesium bromide (3M, Ether, 0.6 mL, 2.1 mmol) was added and the resulting reaction mixture warmed slowly to 0° C., then diluted with a saturated ammonium chloride solution and ethyl acetate. The organic extracts were washed (H2O), (brine), dried (MgSO4), filtered and concentrated. Purification by flash chromatography (eluting with hexane/ethyl acetate, 1:1 to 2:8) provided the title compound as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06919353B2 |
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| Source dataset | uspto-grants-2005_07 |
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| ORD ID | ord-5e7e4f377ae94d5d8668b8d8dd789cd5 |
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| Source note | uspto-grants-2005_07 |
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