HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetraethyl methylenediphosphonate → Ethyl 5-[2-(diethoxyphosphinyl)-E-ethenyl]imidazo[1,2-a]pyridine-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetraethyl methylenediphosphonate | HCID 15455 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ethyl 5-formylimidazo[1,2-a]pyridine-2-carboxylate | HCID 19701256 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Chloroform water | HCID 22418719 | — |
| Product | Ethyl 5-[2-(diethoxyphosphinyl)-E-ethenyl]imidazo[1,2-a]pyridine-2-carboxylate | HCID 19701129 | — |
Reaction Steps
Tetraethyl methylenediphosphonate (Lancaster) in benzene was added to a benzene solution of sodium hydride (NaH). The product from Example 54, also dissolved in benzene, was then added dropwise to the reaction mixture. After stirring the resulting mixture for 2 h under an Ar atmosphere, the reaction was diluted with CHCl3 /H2O (2/1). The CHCl3 layer was separated and the aqueous layer extracted with CHCl3. Chromatography of the residue after removal of all solvent from the combined extracts gave the title product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05716964 |
| Source dataset | uspto-grants-1998_02 |
| ORD ID | ord-81a4b00d1ba54e629902819256bfa949 |
| Source note | uspto-grants-1998_02 |