Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Lithiumtriethylborohydride | HCID 23664628 | — |
| Reactant | HCID 86612714 | HCID 86612714 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69067548 | HCID 69067548 | 100.9% |
Reaction Steps
A solution of (1aR*,2R*,6aR*,7aS*)-2-(3,4,5-trifluorophenyl)octahydro-1-oxa-2a-aza-cyclopropa[b]naphthalen-3-one (123 mg) in THF (4.0 mL) was cooled to −78° C. Lithium triethyl borohydride (1 M solution in THF, 620 μL) was added to the reaction solution, which was then stirred at 0° C. for one hour. Water and ethyl acetate were added to the reaction solution, and the organic layer was separated. The resulting organic layer was washed with brine, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system->ethyl acetate-methanol system) to obtain 125 mg of the title compound. The property values of the compound are as follows.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08048878B2 |
|---|
| Source dataset | uspto-grants-2011_11 |
|---|
| ORD ID | ord-d3f962fe17c747a5a922a5688b2cc8f3 |
|---|
| Source note | uspto-grants-2011_11 |
|---|