HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributylphosphine → HCID 11320149, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | Ethyl (2S)-2-ethoxy-3-(4-hydroxyphenyl)propanoate | HCID 9816147 | — |
| Reactant | HCID 11249305 | HCID 11249305 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 11320149 | HCID 11320149 | 63% |
Reaction Steps
Under a atmosphere of nitrogen, azodicarboxylic dipiperidide (0.50 g, 1.89 mmol) was added at 0–5° C. to a stirred solution of tributylphosphine (0.37 mL, 1.89 mmol), (S)-ethyl 2-ethoxy-3-(4-hydroxyphenyl)-propionate (0.32 g, 1.32 mmol) and (E)(E)(S) 2-ethoxy-3-(4-{3-[4′-{3-hydroxy-1-methyl-propenyl)-biphenyl-4-yl]-but-2-enyloxy}-phenyl)-propionic acid ethyl ester (0.65 g, 1.26 mmol) in dry THF (15 ml). The mixture was warmed to room temperature, and stirred for 18 h. The resulting mixture was diluted with water and ethyl acetate, the aqueous layer collected and further extracted with ethyl acetate. The organic layers were combined, washed with brine, dried (MgSO4) and evaporated to give 580 mg (63%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07220877B2 |
| Source dataset | uspto-grants-2007_05 |
| ORD ID | ord-fd1a7473f526485087f7b178e1a11f81 |
| Source note | uspto-grants-2007_05 |