Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Borane;tetrahydrofuran | HCID 2723981 | — |
| Reactant | N-Trifluoroacetyl-7-methoxy-1-methylene 2,3,4,5-tetrahydro-1H-3-benzazepine | HCID 22292788 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 22292837 | HCID 22292837 | — |
Reaction Steps
A solution of N-trifluoroacetyl-7-methoxy-1-methylene-2,3,4,5-tetrahydro-1H-3-benzazepine (0.100 g, 0.35 mmol) in tetrahydrofuran (1 mL) was treated with BH3-THF complex (0.36 mL, 1M in THF), and stirred for 30 min. at 20° C. Water (0.5 mL), saturated aqueous NaHCO3 (0.5 mL), and 30% H2O2 (0.2 mL) were added sequentially and the reaction stirred for 30 min. at 20° C. The product mixture was diluted with EtOAc (10 mL), washed with brine (10 mL), and concentrated. Flash chromatography (33% EtOAc in hexane, silica) resulted in 0.035 g of a clear oil. MS calculated for C14H16F3NO3+H: 304, observed: 304.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08546378B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-9341403eec844767bc97b9bd244af365 |
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| Source note | uspto-grants-2013_10 |
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