HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-Fluoro-2-[2-(4-trifluoromethylphenyl)ethoxy]benzyl alcohol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | Methyl 5-fluoro-2-[2-(4-trifluoromethylphenyl)ethoxy]benzoate | HCID 57864408 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-Fluoro-2-[2-(4-trifluoromethylphenyl)ethoxy]benzyl alcohol | HCID 57864413 | 92.6% |
Reaction Steps
2.0 g (5.84 mmol) of methyl 5-fluoro-2-[2-(4-trifluoromethylphenyl)ethoxy]benzoate are introduced into 25 ml of THF. At 0° C., 4.38 ml (4.38 mmol) of a 1 M lithium aluminum hydride solution in THF are added dropwise, and the mixture is stirred at RT until reaction is complete. The mixture is added to ice-water, acidified with hydrochloric acid and extracted with ethyl acetate. All the volatile components are removed in vacuo, and the crude product is purified by chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 5:1). 1.7 g (82% yield) of the title compound are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07998988B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-4f07489caec649d29bb7f4114ad44d94 |
| Source note | uspto-grants-2011_08 |