HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium sulfate decahydrate → (+)-1-(2-Fluorophenyl)-3-methylbutane-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium sulfate decahydrate | HCID 62649 | — |
| Reactant | 4-(2-Fluorophenyl)-3-hydroxy-2-methylbutyl tosylate | HCID 12070574 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (+)-1-(2-Fluorophenyl)-3-methylbutane-2-ol | HCID 12070575 | 88% |
Reaction Steps
Under a nitrogen atmosphere, 2.28 g (60.2 mmol) of lithium aluminum hydride was added to 30 ml of THF. A solution of 21.1 g (60.2 mmol) of 4-(2-fluorophenyl)-3-hydroxy-2-methylbutyl tosylate in 210 ml of THF was added dropwise thereto at room temperature. After stirring for 0.5 hr at room temperature, sodium sulfate 10 hydrate was added slowly until no effervescence was observed. After stirring a while, the obtained suspension was filtered, the filtrate was distilled off and the residue was purified by silica gel column chromatography to obtain 9.6 g of the title compound as a colorless solid. (Yield: 88%) An optical purity was determined to be 98.1% ee by GC using Chirasil DEX CB according to a conventional method.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06717016B2 |
| Source dataset | uspto-grants-2004_04 |
| ORD ID | ord-dff483d126904b2e9036cc0a115e0c81 |
| Source note | uspto-grants-2004_04 |