2-Fluoro-4-trimethylsilylnitrobenzene → 2-Fluoro-4-(trimethylsilyl)aniline

HRID 2264955ノート

反応式

HRID 2264955 の反応式
[F:1][C:2]1[CH:7]=[C:6]([Si:8]([CH3:11])([CH3:10])[CH3:9])[CH:5]=[CH:4][C:3]=1[N+:12]([O-])=O>C(O)C>[F:1][C:2]1[CH:7]=[C:6]([Si:8]([CH3:10])([CH3:9])[CH3:11])[CH:5]=[CH:4][C:3]=1[NH2:12]

参加物

3

反応物 1

HCID 591401872-Fluoro-4-trimethylsilylnitrobenzene

生成物 1

HCID 595965992-Fluoro-4-(trimethylsilyl)aniline収率 92%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

The 2-fluoro-4-trimethylsilylnitrobenzene (5.45 g, 25.6 mmol) was then dissolved in ethanol (100 mL), transferred to a Parr shaker bottle, flushed with nitrogen, then charged with 10% Pd—C (0.4 g). The reaction mixture was hydrogenated for 1 h on the Parr apparatus (45 psi H2), and then filtered through a plug of Celite. The filter cake was washed with ethanol, and the combined filtrates were concentrated. The resulting residue was purified by flash chromatography (250 mL silica gel, 95:5 hexane-ethyl ether), to afford the title compound as a tan oil (4.31 g, 92%).

後処理

  1. customflushed with nitrogen
  2. additioncharged with 10% Pd—C (0.4 g)
  3. filtrationfiltered through a plug of Celite
  4. washThe filter cake was washed with ethanol
  5. concentrationthe combined filtrates were concentrated
  6. customThe resulting residue was purified by flash chromatography (250 mL silica gel, 95:5 hexane-ethyl ether)

出典と根拠

ORDレコード
ord-b7a3bcbda79c45e7ae8d8719a1c94785
出典データセット
uspto-grants-2010_12
特許番号
US07855216B2

反応ノート

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