HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tert-butyl 4-(methoxy(methyl)carbamoyl)-3-methylpiperidine-1-carboxylate → Tert-butyl 4-acetyl-3-methylpiperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tert-butyl 4-(methoxy(methyl)carbamoyl)-3-methylpiperidine-1-carboxylate | HCID 86601647 | — |
| Reactant | HCID 178418332 | HCID 178418332 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Tert-butyl 4-acetyl-3-methylpiperidine-1-carboxylate | HCID 57741702 | 84.3% |
Reaction Steps
3.0 M methylmagnesium chloride in THF (4.50 mL, 13.5 mmol) was added dropwise to a solution of tert-butyl 4-(methoxy(methyl)carbamoyl)-3-methylpiperidine-1-carboxylate (3.10 g, 10.8 mmol) in THF (50 mL) at 0° C. The reaction was warmed to ambient temperature and stirred for 90 minutes. The reaction was partitioned between ether and 2N HCl, washed the organic layer twice with water, brine, dried, and concentrated to afford the title compound (2.32 g, 84.3% yield) as clear oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08883828B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-0dd5ef9529cc43e8865f58c47f0e8bc7 |
| Source note | uspto-grants-2014_11 |