HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 57595509, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 1-(3-Hydroxypropyl)pyrrolidin-2-one | HCID 566744 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Reactant | N-(4-chlorophenyl)-N-[(2S,4R)-1-(4-hydroxybenzoyl)-2-methyl-1,2,3,4-tetrahydro-quinolin-4-yl]acetamide | HCID 58859774 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 57595509 | HCID 57595509 | 45% |
Reaction Steps
N-(3-hydroxypropyl)-2-pyrrolidone was dissolved in benzene at room temperature with PPh3 (0.044 g, 0.16 mmol) added (2S,4R)-N-(4-chloro-phenyl)-N-[1-(4-hydroxy-benzoyl)-2-methyl-1,2,3,4-tetrahydro-quinolin-4-yl]-acetamide (0.100 g, 0.22 mmol) and stirred for 5 min. DEAD (0.029 g, 0.16 mmol) was added and the reaction was stirred for 18 h at room temperature. The reaction was concentrated and purified by silica gel chromatography (4% MeOH/96% CH2Cl2 to 5% MeOH/95% CH2Cl2 to 6% MeOH/94% CH2Cl2) to afford the product in 45% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07504508B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-929131b2e5ac4ecea524a088d0a2322f |
| Source note | uspto-grants-2009_03 |