1-Methylpiperazine → 1-(2-Fluoro-4-nitrophenyl)-4-methylpiperazine

HRID 10774

反応式

HRID 10774 の反応式
[F:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:6][C:7]=1F.[CH3:12][N:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1>C(#N)C>[F:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:6][C:7]=1[N:16]1[CH2:17][CH2:18][N:13]([CH3:12])[CH2:14][CH2:15]1

参加物

4

反応物 2

HCID 531671-MethylpiperazineHCID 1230531,2-Difluoro-4-nitrobenzene

生成物 1

HCID 27830541-(2-Fluoro-4-nitrophenyl)-4-methylpiperazine収率 97%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A solution of 3,4-difluoronitrobenzene (12.00 g, 75.4 mmol) (Aldrich) and N-methylpiperazine (18.89 g, 188.6 mmol) in acetonitrile (150 mL) was heated at reflux for 3 h. The reaction mixture was allowed to stand overnight at room temperature, then the solvent was evaporated under reduced pressure and the residue was partitioned between water and ethyl acetate (200 mL each). The aqueous layer was extracted with ethyl acetate (3×200 mL) and the combined organic layers were then washed with water and brine (200 mL each), dried (MgSO4), filtered, and evaporated under reduced pressure to give 1-(2-fluoro-4-nitrophenyl)-4-methylpiperazine as a pale brown solid (17.5 g, 97%, mp 68–70° C.).

後処理

  1. temperatureat reflux for 3 h
  2. customthe solvent was evaporated under reduced pressure
  3. customthe residue was partitioned between water and ethyl acetate (200 mL each)
  4. extractionThe aqueous layer was extracted with ethyl acetate (3×200 mL)
  5. washthe combined organic layers were then washed with water and brine (200 mL each)
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-7fc712df9bea40238aa90ddb61a7176d
出典データセット
uspto-grants-2006_08
特許番号
US07094896B2

関連ノート

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