HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-(4-Bromo-2-trifluoromethoxyphenyl)propanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3-(4-Bromo-2-trifluoromethoxy-phenyl)-propan-1-ol | HCID 68916327 | — |
| Reactant | Jones' reagent | HCID 131709961 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 3-(4-Bromo-2-trifluoromethoxyphenyl)propanoic acid | HCID 68847633 | 89% |
Reaction Steps
To a solution of 3-(4-bromo-2-trifluoromethoxy-phenyl)-propan-1-ol obtained in step B of example 62 (1 g, 3.34 mmol) in acetone (15 mL) was added Jones reagent (4 mL) at 4° C. The mixture was stirred at ambient temperature for 2 hr. The solution was poured into water (50 mL), and the aqueous layer was extracted with Et2O (three times). The combined organic layer was dried over MgSO4, filtered, concentrated, and purified by flash chromatography (silica gel, 25% EtOAc in hexane) to give 3-(4-Bromo-2-trifluoromethoxy-phenyl)-propionic acid (930 mg, 89%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07544690B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-5684100c154141d7ae831e4382ef46e0 |
| Source note | uspto-grants-2009_06 |