HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Thiosulfate → (4-Bromo-3-fluorophenyl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | Methyl 4-bromo-3-fluorobenzoate | HCID 21951878 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (4-Bromo-3-fluorophenyl)methanol | HCID 20682297 | 94% |
Reaction Steps
A cooled (0° C.) suspension of lithium aluminium hydride (88 mg; 2.3 mmol) in anhydrous THF (10 mL) was treated dropwise with a solution of methyl 4-bromo-3-fluorobenzoate (Combi-Blocks; 300 mg; 1.29 mmol) dissolved in anhydrous Et2O (10 mL), and the reaction mixture was stirred at RT for 2 days. The reaction mixture was treated with a saturated aqueous solution of sodium thiosulfate. The organic phase was separated, dried over MgSO4, filtered and concentrated to dryness affording the title compound as a yellow liquid (247 mg, 94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08273769B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-ae012942e9b44d5eb57467a5e527f735 |
| Source note | uspto-grants-2012_09 |