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

HRID 2264955노트

반응식

HRID 2264955 반응식
[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]

참가 물질

3

반응물 1

HCID 591401872-Fluoro-4-trimethylsilylnitrobenzene

생성물 1

HCID 595965992-Fluoro-4-(trimethylsilyl)aniline수율 92%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-b7a3bcbda79c45e7ae8d8719a1c94785
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07855216B2

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