Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 68428687 | HCID 68428687 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ether tetrahydrofuran | HCID 21868444 | — |
| Product | HCID 68428722 | HCID 68428722 | 50.9% |
Reaction Steps
To a mixture of lithium aluminum hydride (0.079 g) and THF-diethyl ether solution (2.5 mL-2.5 mL) was added a solution of the compound obtained in step 1 (0.51 g) in THF-diethyl ether (2.5 mL-2.5 mL), and the resulting mixture was stirred at room temperature for 2 hr under a nitrogen atmosphere. 1N Aqueous sodium hydroxide solution (0.079 mL), saturated aqueous ammonium chloride (0.079 mL) and water (0.079 mL) were added, and the resulting mixture was stirred at room temperature for 3 hr. The precipitate was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (solvent gradient; 0→40% ethyl acetate/hexane) to give 4-benzyl-8-(3-chlorophenoxy)-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine (0.25 g, 49%) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08329687B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-4393ca6ed5e441a091f7a4155efd02ea |
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| Source note | uspto-grants-2012_12 |
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