HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aluminium lithium hydride → 2-(1-(4-Bromophenyl) piperidin-4-yloxy)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | Tert-butyl 2-(1-(4-bromophenyl)piperidin-4-yloxy)acetate | HCID 86717376 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(1-(4-Bromophenyl) piperidin-4-yloxy)ethanol | HCID 71093684 | 86.7% |
Reaction Steps
To a stirred solution of tert-butyl 2-(1-(4-bromophenyl)piperidin-4-yloxy)acetate (3.08 g, 8.3 mmol) in THF (20 mL) at −10° C. under nitrogen was added lithium aluminum hydride (0.57 g, 15 mmol). After 2 hours, the reaction mixture was quenched by sequential addition of water (0.6 mL), 15 percent aqueous sodium hydroxide solution (1.8 mL) and water (0.6 mL). The resulting mixture was filtered and concentrated under vacuum to provide the crude 2-(1-(4-bromophenyl) piperidin-4-yloxy)ethanol 2.16 g. MS (m/z): 302 (M+2)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434726B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-fd663e3cf4264f3d9e23bd65e43f9796 |
| Source note | uspto-grants-2016_09 |