Hydrazine hydrate (1:1) → (2-Fluoro-4-nitrophenyl)methanamine

HRID 1428737ノート

反応式

HRID 1428737 の反応式
[F:1][C:2]1[CH:19]=[C:18]([N+:20]([O-:22])=[O:21])[CH:17]=[CH:16][C:3]=1[CH2:4][N:5]1C(=O)C2C(=CC=CC=2)C1=O.O.NN.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>O1CCCC1.C(OCC)(=O)C>[F:1][C:2]1[CH:19]=[C:18]([N+:20]([O-:22])=[O:21])[CH:17]=[CH:16][C:3]=1[CH2:4][NH2:5]

参加物

6

反応物 3

HCID 24654Hydrazine hydrate (1:1)HCID 521998p-Toluenesulfonic acid monohydrateHCID 708476692-(2-Fluoro-4-nitrobenzyl)isoindoline-1,3-dione

生成物 1

HCID 45121148(2-Fluoro-4-nitrophenyl)methanamine収率 68.5%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a stirred solution of 2-(2-fluoro-4-nitrobenzyl)isoindoline-1,3-dione (500 mg, 1.665 mmol) in tetrahydrofuran were added hydrazine monohydrate (333 mg, 6.661 mmol) and p-toluenesulfonic acid monohydrate (29 mg, 0.167 mmol). The reaction mixture was refluxed for 6 h, then cooled to room temperature, diluted with ethyl acetate. The mixture was washed with water and brine. The organic layer was dried over magnesium sulfate and filtered. The filtrate was removed in vacuo. The crude was purified by column chromatography to give (2-fluoro-4-nitrophenyl)methanamine (194 mg, 68%).

後処理

  1. temperatureThe reaction mixture was refluxed for 6 h
  2. washThe mixture was washed with water and brine
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. filtrationfiltered
  5. customThe filtrate was removed in vacuo
  6. customThe crude was purified by column chromatography

出典と根拠

ORDレコード
ord-bebf7feec8c84bc3b6d3989b0603f1b6
出典データセット
uspto-grants-2015_01
特許番号
US08937092B2

反応ノート

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