HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-(2-Fluorophenyl)-3-hydroxy-2-methylbutane-1,3-diol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 12070572 | HCID 12070572 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(2-Fluorophenyl)-3-hydroxy-2-methylbutane-1,3-diol | HCID 22734650 | 99% |
Reaction Steps
Under a nitrogen atmosphere, 2.84 g (74.9 mmol) of lithium aluminum hydride was added to 30 ml of tetrahydrofuran (hereinafter, referred to as THF). A solution of 18.0 g of ethyl 4-(2-fluorophenyl)-3-hydroxy-2-methylbutanoate in 180 ml of THF was added thereto. After stirring for 1.5 hr at room temperature, 5 ml of water and 5 ml of 1N-NaOH aqueous solution were added thereto successively to quench the reaction. 100 ml of Et2O was added to the quenched reaction mixture, 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 14.5 g of the title compound as a colorless oil. (Yield: 99%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06717016B2 |
| Source dataset | uspto-grants-2004_04 |
| ORD ID | ord-39a7aa65145845b78921affb6bf27784 |
| Source note | uspto-grants-2004_04 |