HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → C-(5-(4-fluorophenoxy)thiophen-2-yl)methylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Fluorophenol | HCID 9732 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 5-(4-Fluorophenoxy)thiophene-2-carbonitrile | HCID 23130562 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | C-(5-(4-fluorophenoxy)thiophen-2-yl)methylamine | HCID 23130478 | — |
Reaction Steps
To a solution of 5-(4-fluorophenoxy)thiophene-2-carbonitrile described in Preparation Example 27 (containing 4-fluorophenol) (3.7 g) in tetrahydrofuran (40 mL) was added lithium aluminum hydride (1.3 g, 34 mmol), and the solution was stirred at room temperature for 30 minutes. Water and ethyl acetate were added to the reaction solution, which was then partitioned, the solvent was evaporated in vacuo, the residue was purified by silica gel column chromatography (ethyl acetate, then ethyl acetate:methanol=4:1), and the title compound (1.2 g, 5.4 mmol) was obtained as a brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07932272B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-28b7ae8e9c4c47d3adcabf74637bcf5f |
| Source note | uspto-grants-2011_04 |