HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Propanol → HCID 59376458, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Propanol | HCID 1031 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Potassium vinyltrifluoroborate | HCID 23679353 | — |
| Reactant | HCID 67279065 | HCID 67279065 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 59376458 | HCID 59376458 | — |
Reaction Steps
Methyl-2-bromo-4-{3-oxo-3-(phenylamino)-2-[(phenylamino)carbonyl]propyl}benzoate (0.15 g, 0.312 mmol), Pd(dppf)Cl2(0.012 g, 0.02 mmol), potassium vinyltrifluoroborate (0.42 g, 0.312 mmol) were placed in a sealed tube and purge with argon 3×. Et3N (0.13 mL, 0.935 mmol) and n-PrOH (4.0 mL) were then added and the tube was placed in an oil bath at 100° C. for 3 h. The reaction was cool to room temperature and water was added. After extraction with ethyl acetate 3×, dried over Na2SO4, filter and concentrate. The residue was then purified by column chromatography to provide methyl-2-ethenyl-4-{3-oxo-3-(phenylamino)-2-[(phenylamino)carbonyl]propyl}benzoate. MS: Cal'd (MH+) 429, exp (MH+) 429.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08158825B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-05c49f40709343908e7e078ad6a8817d |
| Source note | uspto-grants-2012_04 |