HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 117987842, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | HCID 117988034 | HCID 117988034 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 117987842 | HCID 117987842 | 90.3% |
Reaction Steps
To a solution of (2E)-3-(4-bromo-1-(cis-2-methylcyclopentyl)-1H-pyrrol-2-yl)acrylic acid (700 mg) in DMF (7 mL) was added a solution of triethylamine (0.36 mL) and diphenylphosphoryl azide (0.678 g) in DMF (1 mL) at room temperature, and the mixture was stirred at room temperature for 4 hr. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (685 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09371320B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-a34c7451d8ea4326b89859c1fc636500 |
| Source note | uspto-grants-2016_06 |