HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → 4,4-Dimethyl-1-piperidin-1-ylpentan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 4,4-Dimethylpentanoic acid | HCID 14237 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4,4-Dimethyl-1-piperidin-1-ylpentan-1-one | HCID 53988348 | — |
Reaction Steps
4,4-Dimethylvaleric acid (348 g), piperidine (291 mL) and DMF (1.7 L) were mixed. To the mixture were added HOBt.H2O (450 g) and WSC.HCl (563 g) at ice temperature. After the mixture was stirred at RT overnight, water (1.7 L) was added to the reaction mixture at ice temperature and the mixture was extracted with toluene (500 mL, and 400 mL×2). The organic layer was washed with aqueous 10 w/v % sodium carbonate (1 L) and water (1 L), then concentrated in vacuo to give the title compound (508 g) as a crude product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08604069B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-c2854455e34049cd909f59a0489cfc63 |
| Source note | uspto-grants-2013_12 |