Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 57649587 | HCID 57649587 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57649542 | HCID 57649542 | 17.5% |
Reaction Steps
101 mg of 9 (178 μmol) in 0.85 mL of THF and 1.78 mL of 1N hydrochloric acid are mixed together, with stirring and under argon, in a 20 mL round-bottomed flask. Stirring is continued for 5 hours at room temperature. The solution is then cooled to 0° C. It is neutralized to pH 7.0 with 1N sodium hydroxide. The resulting mixture is extracted twice with 5 mL of EtOAc. The organic phases are combined, dried over magnesium sulfate and filtered and then brought to dryness. 66 mg of crude product are obtained, which product, after purification on a preparative silica plate (eluent: 90/10 CH2Cl2/MeOH), gives 16.5 mg of expected product Example 3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07960373B2 |
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| Source dataset | uspto-grants-2011_06 |
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| ORD ID | ord-189b29c299014de797e9503fed25daf6 |
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| Source note | uspto-grants-2011_06 |
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