HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributylphosphine → HCID 69801593, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Reactant | Ethyl (2S)-2-ethoxy-3-(4-hydroxyphenyl)propanoate | HCID 9816147 | — |
| Reactant | HCID 10679056 | HCID 10679056 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 69801593 | HCID 69801593 | 55.6% |
Reaction Steps
Under an atmosphere of nitrogen, (E)-3-naphthalen-2-yl-prop-2-en-1-ol (190 mg, 0.8 mmol), tributylphosphine (323 mg, 1.6 mmol) and (S)-2-ethoxy-3-(4-hydroxy-phenyl)-propionic acid ethyl ester (184 mg, 1.0 mmol) were successively dissolved in dry benzene (20 mL). Solid 1,1′-(azodicarbonyl) dipiperidine (403 mg, 1.6 mmol) was added at 0° C. with stirring. After 10 min. the reaction was warmed to room temperature and the stirring continued for 1 h. The reaction mixture was concentrated in vacuo and the product purified by flash column chromatography, eluting with heptane/ethyl acetate (3:2), to give 180 mg (55%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06867218B2 |
| Source dataset | uspto-grants-2005_03 |
| ORD ID | ord-82e3f0e2f38243e9b718c8eef53812af |
| Source note | uspto-grants-2005_03 |