HuagongsheHuagongshe Chemistry Print Report · For research reference only
Di-tert-butyl dicarbonate → tert-Butyl 3-[(2E)-2-buten-1-yloxy]-4-oxopiperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Di-tert-butyl dicarbonate | HCID 90495 | — |
| Reactant | tert-Butyl 3-[(2E)-2-buten-1-yloxy]-4,4-dimethoxypiperidine-1-carboxylate | HCID 67549820 | — |
| Solvent | Trifluoroacetic acid water | HCID 22392675 | — |
| Product | tert-Butyl 3-[(2E)-2-buten-1-yloxy]-4-oxopiperidine-1-carboxylate | HCID 67548695 | 100% |
Reaction Steps
The same operation as in Example (90b) was performed using tert-butyl 3-[(2E)-2-buten-1-yloxy]-4,4-dimethoxypiperidine-1-carboxylate obtained in Example (119a) (5.05 g, 16.0 mmol), a water/TFA mixed solution (1/1, 20 mL) and di-tert-butyl dicarbonate (5.2 g, 23.8 mol). The resulting residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=10/1, 5/1, 2/1, 1/1) to obtain 4.31 g of the title compound as a light brown oily substance (100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536197B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-643cf5136d3f432aaf17b64a38ba4239 |
| Source note | uspto-grants-2013_09 |