HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 277278, compound → HCID 86627344, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 277278 | HCID 277278 | — |
| Reactant | tert-Butyl 4-oxopiperidine-1-carboxylate | HCID 735900 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86627344 | HCID 86627344 | 100.1% |
Reaction Steps
Lithium bis(trimethylsilyl)amide (1M sol. in THF, 2.63 mL, 2.63 mmol) was added at −60° C. under nitrogen atmosphere to a solution of diethyl cinnamylphosphonate (0.629 mL, 2.64 mmol). After 15 min. under stirring at the same temperature, N-Boc-4-piperidone (500 mg, 2.51 mmol) dissolved in THF (5 ml) was added. Stirring and cooling was maintained for 30 min and, after 2 h, the reaction mixture was quenched with water and with EtOAc. The combined extracts were washed, dried over Na2SO4 and evaporated to dryness affording the title product (752 mg), that was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518916B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-0843f03c3e0a4838a89f113f95555e7e |
| Source note | uspto-grants-2013_08 |