Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 68716472 | HCID 68716472 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68718116 | HCID 68718116 | — |
Reaction Steps
To a solution of 0.323 g (0.13 mmol) of the product of Step C in 10 mL of anhydrous THF was carefully added 0.1 g (2.63 mmol) of lithium aluminum hydride. The reaction mixture was then stirred overnight under a nitrogen atmosphere at 65° C. The reaction mixture was then cooled using an external ice water bath, 5.0 mL EtOAc was added. The reaction mixture was stirred an additional 20 min, at which point an excess of 2.5 N aqueous sodium hydroxide was added, followed by 50 mL EtOAc. The aqueous layer was separated and re-extracted with EtOAc. The organic layers were combined, dried (Na2SO4), filtered and evaporated in vacuo to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07834062B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-69c558bb4c3b44a29f2e2c16e67d1bcc |
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| Source note | uspto-grants-2010_11 |
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