Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 2087046 | HCID 2087046 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 15541413 | HCID 15541413 | 89.5% |
Reaction Steps
Lithium aluminum hydride (531 mg) was suspended in anhydrous ether (14 ml) with ice cooling in the nitrogen gas atmosphere and then a solution of 1-[(2S)-2-amino-3-phenylpropionyl]-4-methylpiperazine (1.48 g) in anhydrous tetrahydrofuran (7 ml) was dropwise added to the resulting suspension. The reaction system was stirred at room temperature for 4 hours. Ethyl acetate was gradually dropwise added to the reaction liquid with ice cooling till the reaction system did not undergo foaming any more. Then a 2N sodium hydroxide aqueous solution was added to the reaction system and the resulting mixture was extracted with chloroform. The resulting organic phase was dried over anhydrous sodium sulfate and then concentrated under reduced pressure to give the title compound (Reference Compound 1-1, 1.25 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06534499B2 |
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| Source dataset | uspto-grants-2003_03 |
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| ORD ID | ord-487126207af14c889fff1ebc07b7e8f7 |
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| Source note | uspto-grants-2003_03 |
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