HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → Ethyl (2E)-3-(5-chloro-2-pyrazinyl)acrylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester | HCID 70670 | — |
| Reactant | (5-Chloropyrazin-2-yl)methanol | HCID 23462054 | — |
| Catalyst | HCID 178418406 | HCID 178418406 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Ethyl (2E)-3-(5-chloro-2-pyrazinyl)acrylate | HCID 86603667 | 68% |
Reaction Steps
To a solution of (5-chloro-2-pyrazinyl)methanol (11.0 g) in dioxane (110 mL) was added manganese(IV) oxide (26.5 g) and (carbethoxymethylene)triphenylphosphorane (29.2 g). After stirring for 2 hours at room temperature, a resulting precipitate was filtered and the filtrate was evaporated in vacuo. The residue was purified by column chromatography on silica gel to give ethyl (2E)-3-(5-chloro-2-pyrazinyl)acrylate (11.0 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07557127B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-173024c0d56d4d938e1e05aa7b42dc11 |
| Source note | uspto-grants-2009_07 |