HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → 3-(6-Methylpyridin-2-yl)acrylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester | HCID 70670 | — |
| Reactant | 6-Methyl-2-pyridinecarboxaldehyde | HCID 70737 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3-(6-Methylpyridin-2-yl)acrylic acid ethyl ester | HCID 67356147 | 63% |
Reaction Steps
A mixture of 6-methyl-pyridine-2-carbaldeyde (3.0 g, 24.8 mmol) and carbethoxymethylene triphenylphosphorane (9.5 g, 27.2 mmol) in toluene (20 ml) was stirred at room temperature overnight. The precipitate was filtered and washed with toluene. The filtrate was concentrated, and the residue was purified via flash chromatography (DCM/MeOH) affording 3-(6-Methyl-pyridin-2-yl)-acrylic acid ethyl ester CCLII in 63% yield (2.95 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07446118B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-1965383ad4ea457c8c30adb4c6e8a94f |
| Source note | uspto-grants-2008_11 |