HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → tert-Butyl 4-(methoxy(methyl)carbamoyl)piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| Reactant | 1-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acid | HCID 392871 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-Butyl 4-(methoxy(methyl)carbamoyl)piperidine-1-carboxylate | HCID 11065582 | — |
Reaction Steps
A mixture of 1-(tert-butoxycarbonyl)piperidine-4-carboxylic acid (Aldrich, 6.0 g, 26.2 mmol), N,O-dimethylhydroxylamine hydrochloride (3.06 g, 31.4 mmol), DMAP (3.20 g, 26.2 mmol), and triethyl amine (4.74 mL, 34 mmol) in DCM (200 mL) was stirred at room temperature overnight. The mixture was washed with saturated aqueous KHSO4 and brine. The organic layer was dried (MgSO4) and the solvent was removed. The crude material was directly used in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365539B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-b8ce5187a9bc42f7a4283da38ac899ac |
| Source note | uspto-grants-2016_06 |