HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 53841393, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | ethyl (3R)-piperidine-3-carboxylate | HCID 185582 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 53841393 | HCID 53841393 | 79.5% |
Reaction Steps
(R)-Ethylnipecotate (J. Org. Chem., 56, 1991, 1166-1170) (3.0 g, 0.019 mole) in dry dichloromethane (50 ml) was cooled to 0° C. under argon. Triethylamine (3.19 ml, 0.023 mole) was added, followed dropwise by ethyl chloroformate (1.83 ml, 0.019 mole) in dry dichloromethane (6 ml) and the mixture was stirred overnight at room temperature. The reaction mixture was diluted with dichloromethane, washed with water, dried (magnesium sulfate) and evaporated in vacuo to afford the title compound 3.45 g (79%) as a colourless oil; 1H NMR (CDCl3) 1.28 (6H, t, J 7 Hz), 1.38-1.82 (3H, m), 2.00-2.15 (1H, m), 2.38-2.55 (1H, m), 2.77-3.13 (2H, m), 3.91-4.04 (1H, m), 4.07-4.35 (5H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | USRE039128E1 |
| Source dataset | uspto-grants-2006_06 |
| ORD ID | ord-f4cb3b554c0a4621b44afd892fa47fbd |
| Source note | uspto-grants-2006_06 |