HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 1-phenylpiperidine-4-carboxylate → 1-Phenylpiperidine-4-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 1-phenylpiperidine-4-carboxylate | HCID 6470 | — |
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-Phenylpiperidine-4-carbaldehyde | HCID 13842992 | — |
Reaction Conditions
| Temperature | -78 °C |
|---|
Reaction Steps
The product from Example 28, Step C is dissolved in THF and cooled to −78° C. under nitrogen. A solution of diisobutylaluminum hydride (1 eq.) in toluene is added dropwise. After 30 min, the reaction is quenched with saturated sodium potassium tartrate solution. The mixture is extracted with ethyl acetate, and the organic phase washed with saturated brine, and dried over MgSO4. Filtration and concentration provides the title compound
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06248756B1 |
| Source dataset | uspto-grants-2001_06 |
| ORD ID | ord-4c33572b981449f3a3679a6c3c1f1327 |
| Source note | uspto-grants-2001_06 |