HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methoxy-benzofuran-3-one oxime → 4-Methoxy-2,3-dihydrobenzofuran-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methoxy-benzofuran-3-one oxime | HCID 86634184 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Methoxy-2,3-dihydrobenzofuran-3-amine | HCID 67212522 | 98% |
Reaction Steps
A mixture of the above described 4-methoxy-benzofuran-3-one oxime (27.7 g, 155 mmol; HPLC 1.448 min) and Raney-Nickel (13.85 g) in tetrahydrofuran (700 mL) and methanol (700 mL) was hydrogenated at 100 bar hydrogen-pressure at 100° C. for 22 h. Filtered the catalyst off, washed with methanol and tetrahydrofuran, all volatiles very removed in vacuum to give the title compound as a brown oil (24.7 g, 98%, HPLC 0.4 min), MS (ISP) m/e=166.2 [(M+H)+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08163740B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-bb91425f258046d6abd6dc73002dcc6a |
| Source note | uspto-grants-2012_04 |