Sodium Hydroxide → 4(Fluoromethyl-ethyl)-nitrobenzene

HRID 1379972ノート

反応式

HRID 1379972 の反応式
[F:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=1)=[CH2:4].NOS(O)(=O)=O.S(O)(O)(=O)=O.NO.[OH-].[Na+]>CO>[F:1][CH2:2][CH:3]([C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=1)[CH3:4]

参加物

6

反応物 4

HCID 14798Sodium HydroxideHCID 76284hydroxylamine-O-sulfonic acidHCID 159255Hydroxylamine, sulfate (1:1)HCID 13187365HCID 13187365、化合物

生成物 1

HCID 131873674(Fluoromethyl-ethyl)-nitrobenzene

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

To a solution of 17.5 g (0.1 Mol) 4(1-fluoromethylethenyl)-nitrobenzene in 400 ml CH3OH are added 100 g (0.8 Mol) 90% hydroxylamine-O-sulphonic acid and 67.2 g (0.41 Mol) hydroxylamine sulphate. The reaction mixture is then rendered alkaline (pH 8) at 15°-20° cooling with ice water) with 20% aqueous NaOH. After the addition of a further 500 ml portion of CH3OH the reaction mixture is stirred at room temperature for 24 hours, and then filtered. The filtrate is evaporated in vacuo. The residue is dissolved in CH2Cl2, this solution washed with H2O, dried over Na2SO4 and evaporated. The light yellow, chromatographically (this layer) pure liquid (Rf=0.5; CHCl3 /CCl4 1:1 on silica gel) is vaccum distilled, to give the title compound, b.p. 103°-104°/0.1 Torr.

後処理

  1. customat 15°-20°
  2. filtrationfiltered
  3. customThe filtrate is evaporated in vacuo
  4. dissolutionThe residue is dissolved in CH2Cl2
  5. washthis solution washed with H2O
  6. dry with materialdried over Na2SO4
  7. customevaporated

出典と根拠

ORDレコード
ord-a5bdf1b79488423f819e11151df83b62
出典データセット
uspto-grants-1986_04
特許番号
US04579585

反応ノート

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