HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → {1-[2,4-Bis(trifluoromethyl)benzyl]azetidin-3-yl}methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | Methyl 1-[2,4-bis(trifluoromethyl)benzyl]azetidine-3-carboxylate | HCID 86678674 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | {1-[2,4-Bis(trifluoromethyl)benzyl]azetidin-3-yl}methanol | HCID 86678675 | 57.5% |
Reaction Steps
To a solution of methyl 1-[2,4-bis(trifluoromethyl)benzyl]azetidine-3-carboxylate (341 mg) in THF (5 mL) was added a suspension of lithium aluminum hydride (38 mg) in THF (5 mL) under ice-cooling. The reaction mixture was stirred at room temperature overnight. To the reaction mixture was added 1N aqueous sodium hydroxide solution under ice-cooling. The precipitate was removed by filtration, the filtrate was concentrated, and the residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (180 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772277B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-45e20b7672d94fbe8e0a92bc877e7fab |
| Source note | uspto-grants-2014_07 |