Cyclopentanecarbonyl chloride → 1-Cyclopentanecarbonylpiperazine

HRID 1727175ノート

反応式

HRID 1727175 の反応式
O.O.O.O.O.O.[NH:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1.[CH:13]1([C:18](Cl)=[O:19])[CH2:17][CH2:16][CH2:15][CH2:14]1>C(O)C>[CH:13]1([C:18]([N:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)=[O:19])[CH2:17][CH2:16][CH2:15][CH2:14]1

参加物

4

反応物 2

HCID 78284Cyclopentanecarbonyl chlorideHCID 120181Piperazine, hexahydrate

生成物 1

HCID 155127791-Cyclopentanecarbonylpiperazine

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Piperazine hexahydrate (8.55 g, 44.0 mmol) was dissolved in absolute ethanol (50 ml) and then refluxed for 10 min. Cyclopentanecarbonyl chloride (5.83 g, 44 mmol) was added dropwise at 65° C. and the reaction mixture was refluxed for 30 min and then stirred at room temperature for 18 h. The reaction mixture was cooled, filtered and the filtrate was concentrated in vacuo to give ˜20 ml of solution. The concentrate was cooled and then filtered again. Ethanolic hydrogen chloride was added to the mother liquor, and the reaction mixture was concentrated to give a white solid, which was dissolved in water (15 ml). The solution was basified to pH 14 and the product was extracted with dichloromethane (7×50 ml). The extracts were dried, (Na2SO4) and concentrated to give the title compound as a yellowish residue, which was distilled to give the product (1.28 g, 7.0 mmol, 16%)

後処理

  1. temperaturerefluxed for 10 min
  2. temperaturethe reaction mixture was refluxed for 30 min
  3. temperatureThe reaction mixture was cooled
  4. filtrationfiltered
  5. concentrationthe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-5d00533441384f46bb124744605133f2
出典データセット
uspto-grants-2009_02
特許番号
US07494992B2

反応ノート

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