Water → 3-Amino-1-(3-bromophenyl)butan-2-ol
反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH2:8][CH:9]([OH:15])[CH:10]([N+:12]([O-])=O)[CH3:11])[CH:5]=[CH:6][CH:7]=1.O>CCO.[Fe]>[NH2:12][CH:10]([CH3:11])[CH:9]([OH:15])[CH2:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Br:1])[CH:3]=1参加物
5
実験手順
To a solution of 1-(3-bromophenyl)-3-nitrobutan-2-ol (1.0 g, 3.6 mmol) in EtOH (20 mL)/H2O (1 mL), iron powder (2.0 g, 36 mmol) was added in one portion. The suspension was refluxed overnight, cooled to RT, and filtered. The filtrate was evaporated, diluted with H2O (30 mL), and extracted with EtOAc (50 mL×3). The organic layers were combined, dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel column chromatography (Petroleum ether:EtOAc=3:1) to afford 3-amino-1-(3-bromophenyl)butan-2-ol (600 mg, 68%). MS (ES+) C10H14BrNO requires: 243, 245 found: 244, 246[M+2+H]+(1:1).
後処理
- temperatureThe suspension was refluxed overnight
- filtrationfiltered
- customThe filtrate was evaporated
- additiondiluted with H2O (30 mL)
- extractionextracted with EtOAc (50 mL×3)
- dry with materialdried over Na2SO4
- filtrationfiltered
- concentrationconcentrated
- customThe residue was purified by silica gel column chromatography (Petroleum ether:EtOAc=3:1)
出典と根拠
- ORDレコード
- ord-0340d367f73349b7959fb17d4d28e168
- 出典データセット
- uspto-grants-2015_08
- 特許番号
- US09115120B2
反応ノート
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