HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → {5-Methyl-4-[3-(trifluoromethyl)phenyl]furan-2-yl}methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | Methyl 5-methyl-4-[3-(trifluoromethyl)phenyl]furan-2-carboxylate | HCID 66939668 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | {5-Methyl-4-[3-(trifluoromethyl)phenyl]furan-2-yl}methanol | HCID 66939730 | 88.7% |
Reaction Steps
A solution (4 mL) of the compound (0.80 g) obtained in Example 128c in tetrahydrofuran was cooled in an ice bath, and lithium aluminum hydride (0.16 g) was added by small portions. The reaction mixture was stirred at the same temperature for 1 hr, water (0.16 mL), 15% sodium hydroxide (0.16 ml) and water (0.48 mL) were successively added, and the mixture was stirred at room temperature for 15 min. The insoluble material was filtered off through celite, and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (carrier: silica gel, eluent: hexane-ethyl acetate) to give the title compound (0.64 g) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08461348B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-81eb706833f34a9eb910c1929c7319dd |
| Source note | uspto-grants-2013_06 |