HuagongsheHuagongshe Chemistry Print Report · For research reference only
Allyl bromide → 1-(Prop-2-en-1-yl)piperidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Allyl bromide | HCID 7841 | — |
| Reactant | 2-Piperidone | HCID 12665 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(Prop-2-en-1-yl)piperidin-2-one | HCID 13088197 | — |
Reaction Steps
2-Piperidinone is deprotonated with NaH in DMF solution and reaction with allyl bromide, and 1-allyl-2-piperidinone is obtained by distillation. Ozonolysis in MeOH solution at -78° C., followed by reductive workup with Me2S, gives the aldehyde derivative, which is reductively aminated using diethylamine hydrochloride and NaBH4 to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05001113 |
| Source dataset | uspto-grants-1991_03 |
| ORD ID | ord-9995f42a8eb44850bf232e363e52f6ac |
| Source note | uspto-grants-1991_03 |