3-(4-Nitrophenyl)propionitrile → 3-(4-aminophenyl)propanenitrile
反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][C:12]#[N:13])=[CH:6][CH:5]=1)([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH2:10][CH2:11][C:12]#[N:13])=[CH:8][CH:9]=1参加物
4
実験手順
3-(4-Nitrophenyl)propionitrile (740 mg, 4.2 mmol) was dissolved in methanol (100 mL), 10% Pd/C was added and the mixture was shaken under a hydrogen atmosphere (50 psi) at room temperature for 30 minutes. The mixture was filtered through Celite, and washed with 20 mL of methanol. The combined organic solvent was concentrated under reduced pressure to give crude materials which was further purified by flash column chromatography (Ethyl acetate:Hexanes 1:1) to yield 520 mg of 3-(4-Aminophenyl)propionitrile as a light yellow oil. 1H NMR (DMSO-d6): δ 6.91-6.88 (d, J=9.0 Hz, 2H), 6.49-6.46 (d, J=9.0 Hz, 2H), 4.92 (s, 2H), 2.66 (s, 4H).
後処理
- filtrationThe mixture was filtered through Celite
- washwashed with 20 mL of methanol
- concentrationThe combined organic solvent was concentrated under reduced pressure
- customto give crude materials which
- customwas further purified by flash column chromatography (Ethyl acetate:Hexanes 1:1)
出典と根拠
- ORDレコード
- ord-34aba6d80de449cbb1c118f68bbfc2f7
- 出典データセット
- uspto-grants-2013_03
- 特許番号
- US08399472B2
反応ノート
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