Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 23153146 | HCID 23153146 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23153447 | HCID 23153447 | 104.3% |
Reaction Steps
Lithium aluminum hydride (405 mg) was suspended in tetrahydrofuran (10 ml) under a nitrogen atmosphere while stirring in an ice water bath, and 1-(azetidin-1-yl)-2-(4-benzoylpiperazin-1-yl)ethanone (730 mg) and tetrahydrofuran (5 ml×3) were added thereto. The reaction mixture was stirred at 60° C. for 3 hr. After the reaction mixture was allowed to cool down to room temperature, water (0.4 ml), a 5N aqueous solution of sodium hydroxide (0.4 ml) and water (1.2 ml) was added thereto, followed by stirring for 13 hr. Insoluble matter in the reaction mixture was filtered through celite, and washed with ethyl acetate (100 ml). The solvent was removed under reduced pressure to provide a crude product of the titled compound as a pale yellow oil (687 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08288538B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-f71b4720f49d4c17b07a974f8927460a |
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| Source note | uspto-grants-2012_10 |
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