6-Fluoro-benzofuran-3-one oxime → 6-Fluoro-2,3-dihydrobenzofuran-3-amine
反応式
[F:1][C:2]1[CH:12]=[CH:11][C:5]2[C:6](=[N:9]O)[CH2:7][O:8][C:4]=2[CH:3]=1.[H][H]>O1CCCC1.CO.[Ni]>[F:1][C:2]1[CH:12]=[CH:11][C:5]2[CH:6]([NH2:9])[CH2:7][O:8][C:4]=2[CH:3]=1参加物
6
実験手順
A mixture of the above described 6-fluoro-benzofuran-3-one oxime (5.38 g, 32 mmol; HPLC 1.489 min) and Raney-Nickel (2.4 g) in tetrahydrofuran (125 mL) and methanol (125 mL) was hydrogenated at 100 bar hydrogen-pressure at 50° C. for 18 h. Filtered the catalyst off, washed with methanol and tetrahydrofuran, all volatiles very removed in vacuum to give the crude product which was purified by Si—NH2 column chromatography with n-heptane/ethyl acetate to give the title compound as a light brown liquid (1.65 g, 34%, HPLC 0.367 min 100%), MS (ISP) m/e=154.0 [(M+H)+].
後処理
- additionA mixture of the
- filtrationFiltered the catalyst off,
- washwashed with methanol and tetrahydrofuran
- customall volatiles very removed in vacuum
- customto give the crude product which
- customwas purified by Si—NH2 column chromatography with n-heptane/ethyl acetate
出典と根拠
- ORDレコード
- ord-0db7bffa27304fb1946bee6f34595115
- 出典データセット
- uspto-grants-2012_04
- 特許番号
- US08163740B2
反応ノート
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