HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → C-(6-Phenoxy-benzofuran-2-yl)-methylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | 2-(6-Phenoxy-benzofuran-2-ylmethyl)-isoindole-1,3-dione | HCID 57608284 | — |
| Solvent | Water | HCID 962 | — |
| Product | C-(6-Phenoxy-benzofuran-2-yl)-methylamine | HCID 57608283 | 68% |
Reaction Steps
To an ethanol (5 mL) solution of 2-(6-phenoxy-benzofuran-2-ylmethyl)-isoindole-1,3-dione (209 mg, 566 μmol) described in Production Example 49-1-3 was added hydrazine hydrate (549 μL, 11.3 mmol) at room temperature, which was stirred for 1 hour while heating under reflux. Water was added to the reaction solution at room temperature followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated under a reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate:methanol=10:1) to obtain the title compound (92 mg, 68%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07829585B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-7021c0f8a9bd451380fcc00581f585a4 |
| Source note | uspto-grants-2010_11 |