Potassium Hydroxide → 1-(But-3-yn-1-yl)imidazolidin-2-one

HRID 1965961ノート

反応式

HRID 1965961 の反応式
[CH2:1]([NH:5][C:6]([NH:8][CH2:9][CH2:10]Cl)=[O:7])[CH2:2][C:3]#[CH:4].[OH-].[K+]>C1COCC1.[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.CCOC(C)=O>[CH2:1]([N:5]1[CH2:10][CH2:9][NH:8][C:6]1=[O:7])[CH2:2][C:3]#[CH:4]

参加物

6

反応物 2

HCID 14797Potassium HydroxideHCID 597873661-But-3-ynyl-3-(2-chloro-ethyl)-urea

生成物 1

HCID 597873721-(But-3-yn-1-yl)imidazolidin-2-one収率 21%

試薬・触媒・溶媒 3

HCID 74236Tetrabutylammonium Bromide触媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
75 °C

実験手順

To a solution of 1-but-3-ynyl-3-(2-chloro-ethyl)-urea (5 g, 28.7 mmol) in THF (100 mL) add tetrabutylammonium bromide (1.82 g, 5.65 mmol) and potassium hydroxide (2.01 g, 35.9 mmol). Heat the resulting suspension at 75° C. for 72 h and allow to cool to room temperature. Dilute the mixture with EtOAc (200 mL), wash with water (2×100 mL) and 1N aqueous HCl (100 mL). Dry the organic phase over MgSO4, filter and concentrate in vacuo to obtain the title compound as a white powder (816 mg, 21%).

後処理

  1. temperatureto cool to room temperature
  2. washwash with water (2×100 mL) and 1N aqueous HCl (100 mL)
  3. dry with materialDry the organic phase over MgSO4
  4. filtrationfilter
  5. concentrationconcentrate in vacuo

出典と根拠

ORDレコード
ord-4cac3a6b517f48ecaaef63dc16fd2ff4
出典データセット
uspto-grants-2013_04
特許番号
US08420631B2

反応ノート

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