HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aluminium lithium hydride → {4-[(R)-2-(3-Hydroxy-4-phenyl-butyl)-6-oxo-piperidin-1-yl]-butoxy}-acetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | {4-[(R)-2-Oxo-6-(3-oxo-4-phenyl-butyl)-piperidin-1-yl]-butoxy}-acetonitrile | HCID 69022837 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | {4-[(R)-2-(3-Hydroxy-4-phenyl-butyl)-6-oxo-piperidin-1-yl]-butoxy}-acetonitrile | HCID 69021316 | 78% |
Reaction Steps
Lithium aluminum hydride (1.0 M in THF, 0.02 mL, 0.02 mmol) was added to a solution of {4-[(R)-2-oxo-6-(3-oxo-4-phenyl-butyl)-piperidin-1-yl]-butoxy}-acetonitrile (15.7 mg, 0.044 mmol) in THF (0.75 mL) at 0° C. After 2 h at 0° C. the reaction was quenched with saturated aqueous NH4Cl (5 mL) and extracted with (3×5 mL). The combined organic phase was dried (Na2SO4), filtered and concentrated in vacuo to afford 12.3 mg (78%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07326716B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-0014af77d1e246a69f3a6ffeb6ca143d |
| Source note | uspto-grants-2008_02 |