HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aluminium lithium hydride → HCID 58442823, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 58442821 | HCID 58442821 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58442823 | HCID 58442823 | 54.2% |
Reaction Conditions
| Temperature | 2.5 °C |
|---|
Reaction Steps
A solution of 4-(4-methoxycarbonylthiophen-3-yl)-piperidine-1-carboxylic acid t-butyl ester (100 mg, 310 μmol, 1.0 eq.) in THF (5 mL) was combined with a solution of LiAlH4 (23 mg) under nitrogen. The resulting solution was stirred for 30 minutes while the temperature was maintained at 0-5° C. in an ice/salt bath. The reaction was then quenched by the addition of water (50 μL) and aqueous NaOH (150 μL). The solids were filtered and the filtrate was concentrated under vacuum. The residue was applied onto a silica gel column and eluted with EtOAc/PE (1:10) to yield the titled compound (50 mg) as a colorless oil. MS m/z: [M+H]+ calcd for C15H24NO3S, 298. found 298.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08530663B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-691f27d0f439434d9e6decbc20585618 |
| Source note | uspto-grants-2013_09 |