HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → [5-(2,6-difluorophenyl)-1H-pyrrol-3-yl]methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Reactant | ethyl 5-(2,6-difluorophenyl)-1H-pyrrole-3-carboxylate | HCID 66974572 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| Product | [5-(2,6-difluorophenyl)-1H-pyrrol-3-yl]methanol | HCID 66974511 | 97% |
Reaction Steps
A solution (35 mL) of ethyl 5-(2,6-difluorophenyl)-1H-pyrrole-3-carboxylate (3.35 g) in tetrahydrofuran was cooled to −50° C., and a 1.5 mol/L solution (30 mL) of diisobutylaluminum hydride in toluene was added dropwise by small portions. The mixture was stirred at the same temperature for 1 hr, water was added to the reaction mixture, and the mixture was stirred at room temperature for 1 hr. The reaction mixture was diluted with ethyl acetate, celite and anhydrous magnesium sulfate were added and the mixture was further stirred for 15 min. The suspension was filtrated, and the obtained filtrate was concentrated under reduced pressure to give the title compound as pale-red crystals (yield 2.70 g, 97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08338462B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-241cb190d85842f58ccbf584663548d1 |
| Source note | uspto-grants-2012_12 |