Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Borane;tetrahydrofuran | HCID 2723981 | — |
| Reactant | HCID 68578792 | HCID 68578792 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68578793 | HCID 68578793 | 80.8% |
Reaction Steps
To a solution of 4-benzyl-9-bromo-3,4-dihydro-1,4-benzoxazepine-5 (2H)-one (8.00 g, 24.1 mmol) in tetrahydrofuran (80 ml) was added 1M borane-tetrahydrofuran solution (96.4 ml, 96.4 mmol), and the mixture was stirred at 60° C. for 2 hr. Under ice-cooling, methanol (240 ml) and sodium hydroxide (20.8 g, 519 mmol) were added, and the mixture was stirred at room temperature for 2 hr, and the solvent was evaporated under reduced pressure. The residue was poured into water and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give the desired product (6.20 g, 80.8%) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08247403B2 |
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| Source dataset | uspto-grants-2012_08 |
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| ORD ID | ord-c7b94410178b42748ab10c6a47946bcd |
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| Source note | uspto-grants-2012_08 |
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