Hydrochloric Acid → 1-(4-Nitrophenyl)piperazine

HRID 37833

反応式

HRID 37833 の反応式
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[NH:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1.Cl>C(O)CCC>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([N:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)=[CH:3][CH:4]=1)([O-:10])=[O:9]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 4837PiperazineHCID 74741-Chloro-4-nitrobenzene

生成物 1

HCID 804471-(4-Nitrophenyl)piperazine収率 70%

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒2 回

実験手順

A solution of 1-chloro-4-nitrobenzene (15 g, 94.5 mmol) in 1-butanol (75 mL) was added over 20-30 minutes to a refluxing solution of anhydrous piperazine (24.4 g, 284 mmol) in 1-butanol (75 mL) and the mixture maintained at reflux overnight. The solvent was removed under reduced pressure to afford a solid, to which was added 2N hydrochloric acid (400 mL). The aqueous layer was washed twice with ethyl acetate, cooled to below 10° C. and basified with a cold solution of 40% sodium hydroxide to pH 10, keeping temperature below 20° C. The mixture was extracted with ethyl acetate (4×200 mL) then the combined organic layers were washed with brine and dried over sodium sulfate. Filtration and concentration under reduced pressure afforded 1-(4-nitro-phenyl)-piperazine (13.7 g, 70%) as a yellow solid.

後処理

  1. temperaturethe mixture maintained
  2. temperatureat reflux overnight
  3. customThe solvent was removed under reduced pressure
  4. customto afford a solid
  5. washThe aqueous layer was washed twice with ethyl acetate
  6. temperaturecooled to below 10° C.
  7. customtemperature below 20° C
  8. extractionThe mixture was extracted with ethyl acetate (4×200 mL)
  9. washthe combined organic layers were washed with brine
  10. dry with materialdried over sodium sulfate
  11. filtrationFiltration and concentration under reduced pressure

出典と根拠

ORDレコード
ord-d7d2de766a46414ba628539baf8c1656
出典データセット
uspto-grants-2013_09
特許番号
US08524705B2

関連ノート

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