HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → tert-Butyl 4-(cyanomethylidene)piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Diethyl (cyanomethyl)phosphonate | HCID 75676 | — |
| Reactant | tert-Butyl 4-oxopiperidine-1-carboxylate | HCID 735900 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | tert-Butyl 4-(cyanomethylidene)piperidine-1-carboxylate | HCID 15326949 | — |
Reaction Steps
A mixture of 4-oxo-piperidine-1-carboxylic acid tert-butyl ester (compound of Example 13; 13.5 g, 67 mmol), anhydrous potassium carbonate (11.22 g, 81 mmol) and cyanomethyl phosphonic acid diethylester (15.6 g, 88 mmol) in THF (70 mL) was heated at reflux for 12 h. THF was evaporated and the residue was dissolved in chloroform (2×50 mL). The resulting solution was washed with water (2×50 mL) and brine (50 mL). The organic phase obtained was dried over anhydrous sodium sulphate and concentrated to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08629277B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-395f0cda274f486ebad312f96e2a7d81 |
| Source note | uspto-grants-2014_01 |