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Diisopropylethylamine → 1-(Isopropylsulfonyl)piperazine

HRID 31508
ノート
印刷プレビュー

反応式

HRID 31508 の反応式
C([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)(OC(C)(C)C)=O.C(N(C(C)C)CC)(C)C.[CH3:23][CH:24]([S:26](Cl)(=[O:28])=[O:27])[CH3:25]>C(Cl)Cl>[CH3:23][CH:24]([S:26]([N:8]1[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]1)(=[O:28])=[O:27])[CH3:25]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 824082-Propanesulfonyl chlorideHCID 143452tert-Butyl piperazine-1-carboxylate

生成物 1

HCID 225628511-(Isopropylsulfonyl)piperazine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 1-BOC-piperazine (0.617 mmol) and diisopropylethylamine (0.679 mmol) in 0.5 mL of methylene chloride was added to a 4 mL vial. Propane-2-sulfonyl chloride (0.679 mmol) was added to the vial, and the reaction mixture was shaken overnight at room temperature. When the reaction was complete, it was diluted with 1.5 mL of methylene chloride and extracted with 1 mL of 1N solution of hydrogen chloride followed by 1 mL of 10% potassium carbonate solution. The organic layer was concentrated in vacuo. The residue was dissolved in 0.5 mL of tetrahydrofuran and 4M solution of hydrogen chloride in dioxane (0.5 mL). The solution was shaken overnight at room temperature then concentrated in vacuo to give 1-(propane-2-sulfonyl)-piperazine.

後処理

  1. extractionextracted with 1 mL of 1N solution of hydrogen chloride
  2. concentrationThe organic layer was concentrated in vacuo
  3. dissolutionThe residue was dissolved in 0.5 mL of tetrahydrofuran
  4. stirringThe solution was shaken overnight at room temperature
  5. concentrationthen concentrated in vacuo

出典と根拠

ORDレコード
ord-828805a881f8485fbe7897d171c90c4a
出典データセット
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07425638B2

反応ノート

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