4-Fluoro-3-nitrobenzonitrile → 3-Amino-4-fluorobenzonitrile

HRID 405798ノート

反応式

HRID 405798 の反応式
[F:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[N+:10]([O-])=O>CC(O)=O.[Fe]>[NH2:10][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:2]=1[F:1])[C:6]#[N:7]

参加物

4

反応物 1

HCID 27746544-Fluoro-3-nitrobenzonitrile

生成物 1

HCID 152516943-Amino-4-fluorobenzonitrile

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 176Acetic Acid溶媒

反応条件

温度
80 °C

実験手順

A mixture of 4-fluoro-3-nitrobenzonitrile (5.0 g, 30.1 mmol) and Fe powder (5.05 g, 90.3 mmol) in AcOH (100 mL) was heated at 80° C. for 1 hour under N2. Then the solvent was removed under vacuum and water (200 mL) was added to the residue. The solution was adjusted to pH 6 by addition of Na2CO3 and extracted with DCM (2×200 mL). The organic layers were combined, dried over Na2SO4, filtered and concentrated to yield 3-amino-4-fluorobenzonitrile (48), which was used without further purification. MS m/z 137.0 (M+1)+.

後処理

  1. customThen the solvent was removed under vacuum and water (200 mL)
  2. additionwas added to the residue
  3. additionThe solution was adjusted to pH 6 by addition of Na2CO3
  4. extractionextracted with DCM (2×200 mL)
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-620224e272d7452d9489c878cde389ff
出典データセット
uspto-grants-2014_06
特許番号
US08754071B2

反応ノート

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