HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Triphenylphosphoranylidene)propionaldehyde → 2-Methyl-3-(2-(2,2,2-trichloroethoxycarbonyloxymethyl)thiazol-4-yl)propenal
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Triphenylphosphoranylidene)propionaldehyde | HCID 4280987 | — |
| Reactant | 2-(2,2,2-Trichloroethoxycarbonyloxymethyl)thiazole-4-carboxaldehyde | HCID 10495826 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | 2-Methyl-3-(2-(2,2,2-trichloroethoxycarbonyloxymethyl)thiazol-4-yl)propenal | HCID 85274831 | 90.5% |
Reaction Steps
A mixture of 2-(2,2,2-trichloroethoxycarbonyloxymethyl)thiazole-4-carboxaldehyde (21.0 g) and 2-(triphenylphosphoranylidene)propionaldehyde (20.6 g) in 300 mL of benzene is heated at reflux for 3 hours, then cooled to ambient temperature and concentrated. Purification by flash column chromatography on SiO2 (hexanes/ethyl acetate, 4:1) yields the product as a clear oil (21.0 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06589968B2 |
| Source dataset | uspto-grants-2003_07 |
| ORD ID | ord-6672d1182cdc4eb2a5571fe5005d1527 |
| Source note | uspto-grants-2003_07 |