HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 2-(triphenylphosphoranylidene)propionate → (E)-ethyl 3-(4-(benzyloxy)-3,5-difluorophenyl)-2-methylacrylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 2-(triphenylphosphoranylidene)propionate | HCID 79792 | — |
| Reactant | 4-(Benzyloxy)-3,5-difluorobenzaldehyde | HCID 15714026 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (E)-ethyl 3-(4-(benzyloxy)-3,5-difluorophenyl)-2-methylacrylate | HCID 59419841 | — |
Reaction Steps
A solution of 4-(benzyloxy)-3,5-difluorobenzaldehyde (7) (1.32 g, 5.34 mmol) and (1-ethoxycarbonylethylidene)triphenyl phosphorane (2.32 g, 6.41 mmol) in tetrahydrofuran (53 mL) was refluxed for 2 hours. The reaction was concentrated in vacuo and was purified by flash column chromatography (0-100% EtOAc in hexanes) to give (E)-ethyl 3-(4-(benzyloxy)-3,5-difluorophenyl)-2-methylacrylate (8).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598374B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-d973a9e5965a45239fdc9ee4afb10c4e |
| Source note | uspto-grants-2013_12 |