HCID 89814045、化合物 → 1-(5-Amino-2-bromo-4-fluorophenyl)propan-2-one
反応式
[Br:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([N+:9]([O-])=O)=[CH:4][C:3]=1[CH2:12][C:13](=[O:15])[CH3:14]>C(O)(=O)C.[Fe]>[NH2:9][C:5]1[C:6]([F:8])=[CH:7][C:2]([Br:1])=[C:3]([CH2:12][C:13](=[O:15])[CH3:14])[CH:4]=1参加物
4
反応条件
- 温度
- 50 °C
実験手順
Treat a mixture of 1-(2-bromo-4-fluoro-5-nitrophenyl)propan-2-one (12 g, 43.6 mmol) in acetic acid (200 mL) with iron powder (24 g, 0.436 mol) and stir at 50° C. for 1 h. Add water and EtOAc, filter to remove solids, and extract the filtrate with EtOAc (2×). Wash the combined organics with saturated. Na2CO3, then brine, dry over Na2SO4 and concentrate to dryness to afford the title compound (10.2 g, 94% yield). 1H NMR (400 MHz, DMSO-d6): δ 7.26 (d, J=10.8 Hz, 1H), 6.69 (d, J=9.6 Hz, 1H), 5.33 (s, 2H), 3.74 (s, 2H), 2.14 (s, 3H).
後処理
- additionTreat
- filtrationAdd water and EtOAc, filter
- customto remove solids
- extractionextract the filtrate with EtOAc (2×)
- washWash the combined organics with saturated
- dry with materialNa2CO3, then brine, dry over Na2SO4
- concentrationconcentrate to dryness
出典と根拠
- ORDレコード
- ord-d782e21649ec42ed9bad30602050b120
- 出典データセット
- uspto-grants-2016_05
- 特許番号
- US09334267B2
反応ノート
読み込み中…