HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → Tert-butyl 4-(3-chloro-4-nitrobenzylidene)piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | tert-Butyl 4-oxopiperidine-1-carboxylate | HCID 735900 | — |
| Reactant | Diethyl 3-chloro-4-nitrobenzylphosphonate | HCID 86654007 | — |
| Solvent | Water | HCID 962 | — |
| Product | Tert-butyl 4-(3-chloro-4-nitrobenzylidene)piperidine-1-carboxylate | HCID 67192823 | 86% |
Reaction Steps
Diethyl 3-chloro-4-nitrobenzylphosphonate (2.80 mmol, 0.86 g), tert-butyl 4-oxopiperidine-1-carboxylate (2.80 mmol, 0.557 g) and tetrahydrofuran (4.89 mL) were stirred and sodium hydride (4.19 mmol, 0.168 g) was added. The reaction was stirred overnight at room temperature. Water was added and the reaction extracted with dichloromethane. The organic phase was dried over sodium sulfate and concentrated under vacuum to afford the intermediate tert-butyl 4-(3-chloro-4-nitrobenzylidene)-piperidine-1-carboxylate (0.85 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09108939B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-ed03faf0f4fb4c888892eeb605cb7660 |
| Source note | uspto-grants-2015_08 |