HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-Bromo-5-fluorobenzyl alcohol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Benzoic acid, 2-bromo-5-fluoro-, methyl ester | HCID 138875 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Solvent | Tetrahydrofuran ethanol | HCID 21873804 | — |
| Product | 2-Bromo-5-fluorobenzyl alcohol | HCID 2773349 | — |
Reaction Steps
The mixture of 2-bromo-5-fluoro-benzoic acid methyl ester (1 g, 4.292 mmol), NaBH4 (0.423 g, 11.159 mmol) and LiCl (0.474 g, 11.159 mmol) in THF/EtOH (20 ml/10 ml) was stirred at room temperature overnight. Aqueous HCl (10 ml, 2N) was added and stirred for about 10 min. Then the organic solvent was removed under low vacuum. The residue was diluted with water and extracted by ethyl acetate. The organic layer was washed with aqueous NaHCO3 (10%), water and brine, and then dried (MgSO4) and concentrated to afford 852 mg (96.8% crude yield) crude product, (2-bromo-5-fluoro-phenyl)methanol, as a white solid, which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07709493B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-d3bd80ad8b6b4ffea39de349b8756cd4 |
| Source note | uspto-grants-2010_05 |