HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 89814428, compound → 1-(3-Amino-4-fluorophenyl)butan-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 89814428 | HCID 89814428 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-(3-Amino-4-fluorophenyl)butan-2-one | HCID 89814191 | 75.3% |
Reaction Steps
Treat a solution of 1-(4-fluoro-3-nitrophenyl)butan-2-one (0.83 g, 3.93 mmol) in EtOAc (30 mL) with 10% Pd/C (0.209 g, 0.197 mmol) and hydrogenate at atmospheric pressure (balloon) overnight. Remove the solids via filtration through diatomaceous earth, rinse well with EtOAc, concentrate the filtrate to dryness and purify via silica gel chromatography (EtOAc/Hex) to afford the title compound (536 mg, 75%). 1H NMR (400 MHz, DMSO-d6): δ 6.88 (dd, J=11.6, 8.2 Hz, 1H), 6.57 (dd, J=8.9, 2.1 Hz, 1H), 6.32 (m, 1H), 5.07 (s, 2H), 3.55 (s, 2H), 2.46 (q, J=7.3 Hz, 2H), 0.89 (t, J=7.3 Hz, 3H); MS (ESI) m/z: 182.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09187474B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-7e8500d0823940b5829de85096960f35 |
| Source note | uspto-grants-2015_11 |